Details of the Drug

General Information of Drug (ID: DMBK86L)

Drug Name

chaetocin

Synonyms

Chaetocin; Chetocin; 28097-03-2; Chaetocin from Chaetomium minutum; BRN 5722505; AC1L4PPK; GTPL8388; SCHEMBL13662584; CHEBI:94977; MolPort-003-983-881; NSC745363; NSC-745363; LS-52961; Chaetocin from Chaetomium minutum, > J-016970; BRD-A85860691-001-01-4; BRD-A85860691-001-03-0; hydroxymethyl-(hydroxymethyl-methyl-dioxo-[ ]yl)-methyl-[ ]dione; [10b,10'b(11H,11'H)-Bi-3,11a-epidithio-11aH-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole]-1,1',4,4'-tetrone, 2,2',3,3',5a,5'a,6,6'-octahydro-3,3'-bis(hydroxymethyl)-2,2'-dime

Indication

Disease Entry	ICD 11	Status	REF
Discovery agent	N.A.	Investigative	[1]
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Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 2

Molecular Weight (mw)

696.8

Logarithm of the Partition Coefficient (xlogp)

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

Chemical Identifiers

Formula: C30H28N6O6S4
IUPAC Name: (1S,3R,11R,14S)-14-(hydroxymethyl)-3-[(1S,3R,11R,14S)-14-(hydroxymethyl)-18-methyl-13,17-dioxo-15,16-dithia-10,12,18-triazapentacyclo[12.2.2.01,12.03,11.04,9]octadeca-4,6,8-trien-3-yl]-18-methyl-15,16-dithia-10,12,18-triazapentacyclo[12.2.2.01,12.03,11.04,9]octadeca-4,6,8-triene-13,17-dione
Canonical SMILES: CN1C(=O)[C@@]23C[C@]4([C@@H](N2C(=O)[C@@]1(SS3)CO)NC5=CC=CC=C54)[C@]67C[C@]89C(=O)N([C@](C(=O)N8[C@H]6NC1=CC=CC=C71)(SS9)CO)C
InChI: InChI=1S/C30H28N6O6S4/c1-33-21(39)27-11-25(15-7-3-5-9-17(15)31-19(25)35(27)23(41)29(33,13-37)45-43-27)26-12-28-22(40)34(2)30(14-38,46-44-28)24(42)36(28)20(26)32-18-10-6-4-8-16(18)26/h3-10,19-20,31-32,37-38H,11-14H2,1-2H3/t19-,20-,25+,26+,27+,28+,29+,30+/m1/s1
InChIKey: PZPPOCZWRGNKIR-PNVYSBBASA-N

Cross-matching ID

PubChem CID: 11657687
CAS Number: 28097-03-2
TTD ID: D04FNI

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Lysine N-methyltransferase 1A (SUV39H1)	TTUWQTK	SUV91_HUMAN	Inhibitor	[1]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
kinase isozyme 4, mitochondrial (PDK4)	OTCMHMBZ	PDK4_HUMAN	Gene/Protein Processing	[2]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

Experimental Cancer Drug Sensitivity Information

Cancer Drug Sensitivity Data Curated from 1 Cell Line(s) in Bone Tissue

Cell Line	Original Dataset	IC50	IC90	EC50	AUC
U2OS	CTRP1	-4.1319	-2.8906	-4.1549	31.4285
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Cancer Drug Sensitivity Data Curated from 1 Cell Line(s) in Breast Tissue

Cell Line	Original Dataset	IC50	IC90	EC50	AUC
MCF-7	CTRP1	-3.051	-1.6171	-3.2548	17.3901
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Cancer Drug Sensitivity Data Curated from 2 Cell Line(s) in Central Nervous System Tissue

Cell Line	Original Dataset	IC50	IC90	EC50	AUC
LN-229	CTRP1	-4.6323	-3.2526	-4.6494	38.5254
GaMG	CTRP1	-4.2985	-2.5681	-4.2986	99.4496
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Cancer Drug Sensitivity Data Curated from 6 Cell Line(s) in Endometrium Tissue

Cell Line	Original Dataset	IC50	IC90	EC50	AUC
HEC-151	CTRP1	-5.6566	-3.6178	-5.6899	52.9068
JHUEM-2	CTRP1	-4.5621	-2.9524	-4.6021	37.6729
HEC-108	CTRP1	-4.1227	-2.7785	-4.1227	99.7562
KLE	CTRP1	-3.8877	-0.825	-3.8923	95.6284
HEC-59	CTRP1	-3.797	-1.6719	-3.7972	98.1085
Ishikawa (Heraklio) 02 ER-	CTRP1	-3.3368	-2.105	-3.3368	99.3614
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⏷ Show the Full List of 6 Cancer Drug Sensitivity Data of This Drug

Cancer Drug Sensitivity Data Curated from 19 Cell Line(s) in Haematopoietic And Lymphoid Tissue Tissue

Cell Line	Original Dataset	IC50	IC90	EC50	AUC
NU-DUL-1	CTRP1	-8.5134	-5.7295	-8.5275	84.2237
GDM-1	CTRP1	-7.7798	-6.7026	-7.7798	82.7525
OCI-AML-3	CTRP1	-7.2779	-6.3592	-7.2779	76.0962
PL21	CTRP1	-7.083	-6.3407	-7.083	73.4031
NOMO-1	CTRP1	-6.5261	-5.5861	-6.5261	65.4455
SU-DHL-5	CTRP1	-6.0721	-4.9766	-6.0723	58.9598
SKM-1	CTRP1	-6.0248	-4.0806	-6.0422	57.9721
U-937	CTRP1	-5.9614	-4.6449	-5.9628	57.3508
SU-DHL-4	CTRP1	-5.9337	-4.8437	-5.934	56.9894
THP-1	CTRP1	-5.8437	-4.2653	-5.85	55.6271
WSU-DLCL2	CTRP1	-5.7024	-4.6941	-5.7027	53.6961
KMS-11	CTRP1	-5.3594	-3.7972	-5.3709	48.8166
RPMI-8226	CTRP1	-4.5561	-3.0593	-4.5849	37.5163
MOLM-16	CTRP1	-4.1552	-3.1931	-4.1608	31.6365
LP-1	CTRP1	-3.8642	-0.9231	-4.3855	31.0984
EJM	CTRP1	-3.3142	-2.6617	-3.32	19.6241
AMO1	CTRP1	-3.183	-1.6559	-3.3843	19.2474
BL-70	CTRP1	-3.1809	-1.7424	-3.1809	98.688
OCI-Ly10	CTRP1	-2.3704	-1.4809	-2.5844	7.8276
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⏷ Show the Full List of 19 Cancer Drug Sensitivity Data of This Drug

Cancer Drug Sensitivity Data Curated from 1 Cell Line(s) in Kidney Tissue

Cell Line	Original Dataset	IC50	IC90	EC50	AUC
RCC10RGB	CTRP1	-3.1662	-2.4351	-3.1827	17.5872
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Cancer Drug Sensitivity Data Curated from 27 Cell Line(s) in Large Intestine Tissue

Cell Line	Original Dataset	IC50	IC90	EC50	AUC
SNU-175	CTRP1	-7.2062	-3.6876	-7.3217	69.3618
SNU-C5	CTRP1	-6.9726	-4.8816	-6.9822	70.2996
SNU-C4	CTRP1	-6.7007	-4.1416	-6.7392	65.974
CW-2	CTRP1	-6.6678	-4.4416	-6.6867	66.1707
COLO 320	CTRP1	-6.2801	47.3954	-30.3139	50.8547
LS180	CTRP1	-6.1162	-4.3876	-6.1239	59.3612
KM12	CTRP1	-6.0625	-3.9802	-6.0867	58.385
COLO 678	CTRP1	-6.003	-3.66	-6.0493	57.3911
HCT 116	CTRP1	-5.7811	-4.1129	-5.7908	54.726
SW480	CTRP1	-5.7178	-4.4264	-5.7197	53.899
RKO	CTRP1	-5.6413	-4.9278	-5.6413	52.8258
RCM-1 [Human ESC]	CTRP1	-5.4221	-4.149	-5.425	49.697
SNU-81	CTRP1	-5.3966	-2.2591	-5.6307	49.4367
LoVo	CTRP1	-5.0042	-3.1106	-5.0523	43.9471
LS123	CTRP1	-4.7838	-3.3235	-4.802	40.6895
HT115	CTRP1	-4.6132	-2.3309	-4.7611	39.0059
SW620	CTRP1	-4.605	-3.0486	-4.6374	38.2345
HT-55	CTRP1	-4.5558	-2.7671	-4.619	37.7265
MDST8	CTRP1	-4.4963	-3.7491	-4.4967	36.472
SW948	CTRP1	-4.4019	-1.8791	-4.6443	36.633
CL-34	CTRP1	-4.3521	-2.3326	-4.477	35.2434
HCT 8	CTRP1	-4.0623	-2.6234	-4.1119	30.625
SNU-1040	CTRP1	-3.9265	-2.7324	-3.9541	28.5283
NCI-H508	CTRP1	-3.7816	-1.3504	-4.1378	28.8595
CL-40	CTRP1	-3.4968	-0.4719	-4.1839	27.3323
SNU-61	CTRP1	-1.8921	1.0936	-3.4194	12.9847
HT-29	CTRP1	-1.2016	5.3128	-4.9734	21.3881
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⏷ Show the Full List of 27 Cancer Drug Sensitivity Data of This Drug

Cancer Drug Sensitivity Data Curated from 4 Cell Line(s) in Liver Tissue

Cell Line	Original Dataset	IC50	IC90	EC50	AUC
SNU-398	CTRP1	-5.4352	-1.6342	-5.8429	49.91
SNU-449	CTRP1	-4.7896	-3.0675	-4.7896	99.7081
JHH-6	CTRP1	-3.2755	-2.2476	-3.2755	99.6248
Hep-G2	CTRP1	-2.4751	-1.0734	-2.8741	10.8831
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Cancer Drug Sensitivity Data Curated from 45 Cell Line(s) in Lung Tissue

Cell Line	Original Dataset	IC50	IC90	EC50	AUC
NCI-H1963	CTRP1	-7.7309	-4.8998	-7.7594	76.8188
COR-L51	CTRP1	-7.1026	-3.9689	-7.1773	69.2914
SCLC-21H	CTRP1	-6.7085	-4.7863	-6.716	67.1905
NCI-H1836	CTRP1	-6.4884	-4.5948	-6.4972	64.2982
NCI-H3255	CTRP1	-5.9494	-4.4255	-5.9537	57.128
NCI-H1781	CTRP1	-5.747	-4.4412	-5.749	54.3121
NCI-H2342	CTRP1	-5.731	-2.2919	-5.9872	53.3113
HCC1359	CTRP1	-5.666	-4.7644	-5.6661	53.1788
NCI-H596	CTRP1	-5.4711	-4.8511	-5.4711	50.3959
HCC1833	CTRP1	-5.2998	-3.6589	-5.3164	47.9865
COR-L23	CTRP1	-5.2823	-3.8831	-5.289	47.7172
T3M-10	CTRP1	-5.2571	-4.5762	-5.2571	47.3375
SK-LU-1	CTRP1	-4.8271	-3.5607	-4.8348	41.2441
NCI-H441	CTRP1	-4.7706	-3.4965	-4.7794	40.4453
NCI-H1755	CTRP1	-4.2695	-3.327	-4.2732	33.2559
COLO 668	CTRP1	-4.2489	-2.2606	-4.249	99.0283
RERF-LC-KJ	CTRP1	-4.0962	1.6241	-4.2465	87.6028
LXF 289	CTRP1	-4.0672	-1.8814	-4.0674	98.416
NCI-H2009	CTRP1	-4.0496	-1.7648	-4.2931	31.796
NCI-H1435	CTRP1	-4.0147	-2.1554	-4.0147	98.9997
HCC1195	CTRP1	-3.8811	-2.3487	-3.9628	28.2752
NCI-H2122	CTRP1	-3.8731	-2.6868	-3.9026	27.7796
HCC15	CTRP1	-3.8313	-2.5053	-3.882	27.3375
HCC2108	CTRP1	-3.636	-2.6095	-3.6603	24.3557
NCI-H1915	CTRP1	-3.6298	-1.8113	-3.6298	98.5549
NCI-H2286	CTRP1	-3.4575	-1.8743	-3.4575	98.8154
HCC4006	CTRP1	-3.3849	-2.8347	-3.3865	20.6044
NCI-H1876	CTRP1	-3.3425	-2.5057	-3.3614	20.1236
NCI-H1694	CTRP1	-3.3414	-2.5264	-3.3582	20.0922
NCI-H1105	CTRP1	-3.3335	-2.6546	-3.3403	19.9068
NCI-H2081	CTRP1	-3.3156	-2.102	-3.4008	20.2347
NCI-H841	CTRP1	-3.2871	-2.7167	-3.29	19.2166
HCC2935	CTRP1	-3.28	-2.5951	-3.2884	19.1543
CAL-12T	CTRP1	-3.2576	-1.9741	-3.3693	19.6095
COLO 699	CTRP1	-3.2474	-2.5454	-3.258	18.7049
Sq-1	CTRP1	-3.2135	-2.5301	-3.2238	18.2186
HCC827	CTRP1	-3.1907	-2.1955	-3.245	18.2176
NCI-H460	CTRP1	-2.9458	-2.0724	-3.005	14.7583
NCI-H2073	CTRP1	-2.9158	-1.6864	-3.0844	15.186
NCI-H1930	CTRP1	-2.6973	0.6526	-2.716	89.7737
NCI-H2172	CTRP1	-2.6961	-1.0613	-3.1027	14.046
NCI-H2030	CTRP1	-2.5929	-1.9621	-2.6472	9.684
NCI-H2023	CTRP1	-1.4	0.5146	-2.7543	5.3397
NCI-H2141	CTRP1	-0.9069	4.5515	-4.3727	16.5918
NCI-H2110	CTRP1	0.3697	23.0142	-12.5508	36.3817
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⏷ Show the Full List of 45 Cancer Drug Sensitivity Data of This Drug

Cancer Drug Sensitivity Data Curated from 23 Cell Line(s) in Ovary Tissue

Cell Line	Original Dataset	IC50	IC90	EC50	AUC
OVCAR-8	CTRP1	-7.2977	-6.1536	-7.2977	76.1801
OVCAR-4	CTRP1	-6.6738	-4.5853	-6.6869	66.4775
COV434	CTRP1	-6.3241	-4.2901	-6.3402	61.9377
RMG-I	CTRP1	-6.0908	-3.9303	-6.1193	58.7017
SNU-840	CTRP1	-5.9224	-3.7894	-5.9541	56.4664
OVKATE	CTRP1	-5.3755	-3.2565	-5.4289	49.0797
OV-90	CTRP1	-5.3588	-3.9378	-5.3654	48.8019
COV318	CTRP1	-5.3128	4.8473	-6.203	80.6623
TYK-nu	CTRP1	-4.9933	-3.2875	-5.0233	43.718
COV644	CTRP1	-4.9791	-4.2107	-4.9792	43.3677
EFO-27	CTRP1	-4.5071	-2.4291	-4.6251	37.3697
JHOC-5	CTRP1	-4.4096	-0.4466	-5.1524	39.0729
A2780	CTRP1	-4.4059	-3.511	-4.4078	35.1918
RMUG-S	CTRP1	-4.0574	-2.8549	-4.08	30.3616
JHOS-4	CTRP1	-4.0215	-2.1272	-4.0215	98.9437
Caov-3	CTRP1	-3.9629	-3.1698	-3.9656	28.8693
IGROV-1	CTRP1	-3.5964	-2.0767	-3.7128	24.4766
JHOM-1	CTRP1	-3.5283	-2.9203	-3.5301	22.6545
OVK18	CTRP1	-3.4669	-2.9763	-3.4674	21.767
OVMANA	CTRP1	-3.2179	-1.0141	-3.2184	96.4653
OV7	CTRP1	-3.1008	-1.9834	-3.1958	17.2434
COV362	CTRP1	-2.874	-1.2052	-3.2249	16.0836
OAW42	CTRP1	-2.3066	-1.9244	-2.3451	5.4782
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⏷ Show the Full List of 23 Cancer Drug Sensitivity Data of This Drug

Cancer Drug Sensitivity Data Curated from 1 Cell Line(s) in Pancreas Tissue

Cell Line	Original Dataset	IC50	IC90	EC50	AUC
PaTu 8902	CTRP1	-3.6336	-1.6493	-3.6337	98.1579
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Cancer Drug Sensitivity Data Curated from 1 Cell Line(s) in Prostate Tissue

Cell Line	Original Dataset	IC50	IC90	EC50	AUC
PaCa-3	CTRP1	-3.3076	-1.0525	-3.3082	96.5667
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Cancer Drug Sensitivity Data Curated from 5 Cell Line(s) in Skin Tissue

Cell Line	Original Dataset	IC50	IC90	EC50	AUC
SK-MEL-1	CTRP1	-6.5789	-4.8301	-6.5836	65.6861
A-375	CTRP1	-4.9757	-3.6763	-4.9827	43.3582
SK-MEL-5	CTRP1	-4.6767	-3.6333	-4.6797	39.0677
Hs 852.T	CTRP1	-4.3968	-2.5054	-4.3968	99.3102
SK-MEL-28	CTRP1	-2.9293	-2.1895	-2.9635	14.3349
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Cancer Drug Sensitivity Data Curated from 2 Cell Line(s) in Soft Tissue Tissue

Cell Line	Original Dataset	IC50	IC90	EC50	AUC
RKN	CTRP1	-4.9011	-4.2151	-4.9012	42.2532
HT-1080	CTRP1	-3.6543	-2.9148	-3.6585	24.4711
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Cancer Drug Sensitivity Data Curated from 3 Cell Line(s) in Stomach Tissue

Cell Line	Original Dataset	IC50	IC90	EC50	AUC
AGS	CTRP1	-6.3103	-4.5048	-6.3184	61.9749
MKN74	CTRP1	-3.5788	-0.9807	-3.5804	96.2365
SNG-M	CTRP1	-4.0305	-2.4316	-4.0305	99.4271
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Cancer Drug Sensitivity Data Curated from 1 Cell Line(s) in Upper Aerodigestive Tract Tissue

Cell Line	Original Dataset	IC50	IC90	EC50	AUC
SCC-9	CTRP1	-4.3023	-3.4821	-4.3036	33.7072
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References

1	Chaetocin is a nonspecific inhibitor of histone lysine methyltransferases. Nat Chem Biol. 2013 Mar;9(3):136-7.
2	Arsenic silences hepatic PDK4 expression through activation of histone H3K9 methylatransferase G9a. Toxicol Appl Pharmacol. 2016 Aug 1;304:42-7. doi: 10.1016/j.taap.2016.05.015. Epub 2016 May 20.