Details of the Drug

General Information of Drug (ID: DMOFCRY)

• Drug Name: SEROTONIN
• Synonyms: serotonin; 5-HYDROXYTRYPTAMINE; 3-(2-Aminoethyl)-1H-indol-5-ol; 50-67-9; Enteramine; 5-HT; Serotonine; Thrombotonin; Thrombocytin; Antemovis; Ds substance; Hippophain; Antemoqua; Substance DS; Substanz DS; 1H-Indol-5-ol, 3-(2-aminoethyl)-; 5-Hta; Tryptamine, 5-hydroxy-; 3-(2-Aminoethyl)indol-5-ol; Enteramin; UNII-333DO1RDJY; Indol-5-ol, 3-(2-aminoethyl)-; 5-Hydroxy-3-(beta-aminoethyl)indole; 3-(beta-Aminoethyl)-5-hydroxyindole; EINECS 200-058-9; 3-(2-Amino-ethyl)-1H-indol-5-ol; BRN 0143524; 333DO1RDJY; CHEBI:28790

Indication

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

• Drug Type: Small molecular drug
• #Ro5 Violations (Lipinski): 0:
  Molecular Weight (mw); 176.21
  Logarithm of the Partition Coefficient (xlogp); 0.2
  Rotatable Bond Count (rotbonds); 2
  Hydrogen Bond Donor Count (hbonddonor); 3
  Hydrogen Bond Acceptor Count (hbondacc); 2

Adverse Drug Reaction (ADR)

ADR Term	Variation	Related DOT	DOT ID	REF
Gastrointestinal tract mucosal discolouration	Not Available	NOS2	OTKKIOJ1	[2]

• Chemical Identifiers:
  Formula: C10H12N2O
  IUPAC Name: 3-(2-aminoethyl)-1H-indol-5-ol
  Canonical SMILES: C1=CC2=C(C=C1O)C(=CN2)CCN
  InChI: InChI=1S/C10H12N2O/c11-4-3-7-6-12-10-2-1-8(13)5-9(7)10/h1-2,5-6,12-13H,3-4,11H2
  InChIKey: QZAYGJVTTNCVMB-UHFFFAOYSA-N
• Cross-matching ID:
  PubChem CID: 5202
  ChEBI ID: CHEBI:28790
  CAS Number: 50-67-9
  DrugBank ID: DB08839
  TTD ID: D0F6CD
  VARIDT ID: DR00189
  INTEDE ID: DR1961

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
5-HT 1A receptor (HTR1A)	TTSQIFT	5HT1A_HUMAN	Inhibitor	[3]
5-HT 1B receptor (HTR1B)	TTK8CXU	5HT1B_HUMAN	Inhibitor	[4]
5-HT 1D receptor (HTR1D)	TT6MSOK	5HT1D_HUMAN	Inhibitor	[5]
5-HT 2A receptor (HTR2A)	TTJQOD7	5HT2A_HUMAN	Inhibitor	[3]
5-HT 2B receptor (HTR2B)	TT0K1SC	5HT2B_HUMAN	Inhibitor	[6]
5-HT 2C receptor (HTR2C)	TTWJBZ5	5HT2C_HUMAN	Inhibitor	[7]
5-HT 3A receptor (HTR3A)	TTPC4TU	5HT3A_HUMAN	Inhibitor	[8]
5-HT 3B receptor (HTR3B)	TTR6K75	5HT3B_HUMAN	Inhibitor	[8]
5-HT 4 receptor (HTR4)	TT07C3Y	5HT4R_HUMAN	Inhibitor	[7]
5-HT 5A receptor (HTR5A)	TTRUFDT	5HT5A_HUMAN	Inhibitor	[9]
5-HT 6 receptor (HTR6)	TTJS8PY	5HT6R_HUMAN	Inhibitor	[10]
5-HT 7 receptor (HTR7)	TTO9X1H	5HT7R_HUMAN	Inhibitor	[9]
Adenosine A3 receptor (ADORA3)	TTJFY5U	AA3R_HUMAN	Inhibitor	[11]

Drug Transporter (DTP)

DTP Name	DTP ID	UniProt ID	MOA	REF
Sodium-dependent serotonin transporter (SLC6A4)	DTAV4SY	SC6A4_HUMAN	Substrate	[12]
Equilibrative nucleoside transporter 4 (SLC29A4)	DT3EAQP	S29A4_HUMAN	Substrate	[13]
Vesicular amine transporter 2 (SLC18A2)	DTT7VPB	VMAT2_HUMAN	Substrate	[14]
Vesicular amine transporter 1 (SLC18A1)	DTM953D	VMAT1_HUMAN	Substrate	[14]
Organic cation transporter 2 (SLC22A2)	DT9IDPW	S22A2_HUMAN	Substrate	[15]

Drug-Metabolizing Enzyme (DME)

DME Name	DME ID	UniProt ID	MOA	REF
Monoamine oxidase type A (MAO-A) Main DME	DERE4TU	AOFA_HUMAN	Substrate	[16]

Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
5-hydroxytryptamine receptor 1D (HTR1D)	OTLS74AF	5HT1D_HUMAN	Regulation of Drug Effects	[17]
5-hydroxytryptamine receptor 2A (HTR2A)	OTWXJX0M	5HT2A_HUMAN	Drug Response	[18]
5-hydroxytryptamine receptor 2B (HTR2B)	OTM1AD9J	5HT2B_HUMAN	Protein Interaction/Cellular Processes	[19]
Acetyl-CoA acetyltransferase, mitochondrial (ACAT1)	OTJC60Q7	THIL_HUMAN	Gene/Protein Processing	[20]
Amine oxidase A (MAOA)	OT8NIWMQ	AOFA_HUMAN	Regulation of Drug Effects	[21]
Amine oxidase B (MAOB)	OTTDFM1O	AOFB_HUMAN	Biotransformations	[22]
Amyloid-beta precursor protein (APP)	OTKFD7R4	A4_HUMAN	Drug Response	[23]
Aquaporin-3 (AQP3)	OT2J7JPD	AQP3_HUMAN	Gene/Protein Processing	[24]
Chromaffin granule amine transporter (SLC18A1)	OT01OALS	VMAT1_HUMAN	Regulation of Drug Effects	[25]
Cystic fibrosis transmembrane conductance regulator (CFTR)	OT6B22QH	CFTR_HUMAN	Gene/Protein Processing	[26]

Molecular Expression Atlas of This Drug

• The Studied Disease: Discovery agent
• ICD Disease Classification: N.A.

Molecule Name	Molecule Type	Gene Name	p-value	Fold-Change	Z-score
Vesicular amine transporter 2 (SLC18A2)	DTP	VMAT2	1.71E-01	-6.86E-01	-8.11E-01
Vesicular amine transporter 1 (SLC18A1)	DTP	VMAT1	3.06E-01	-2.04E-01	-7.90E-01
Sodium-dependent serotonin transporter (SLC6A4)	DTP	SERT	2.81E-02	-2.78E-01	-1.13E+00
Organic cation transporter 2 (SLC22A2)	DTP	SLC22A2	4.95E-01	-1.32E-01	-3.77E-01
Equilibrative nucleoside transporter 4 (SLC29A4)	DTP	ENT4	9.03E-01	1.44E-01	4.54E-01
Monoamine oxidase type A (MAO-A)	DME	MAOA	2.61E-01	-1.87E-01	-8.22E-01

References

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• [18] Pharmacologic analysis of non-synonymous coding h5-HT2A SNPs reveals alterations in atypical antipsychotic and agonist efficacies. Pharmacogenomics J. 2006 Jan-Feb;6(1):42-51. doi: 10.1038/sj.tpj.6500342.
• [19] A novel (benzodifuranyl)aminoalkane with extremely potent activity at the 5-HT2A receptor. J Med Chem. 1998 Dec 17;41(26):5148-9. doi: 10.1021/jm9803525.
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