Details of the Drug

General Information of Drug (ID: DMC4PF0)

Drug Name

Brolamfetamine

Synonyms

Brolamfetamine; 2,5-Dimethoxy-4-bromoamphetamine; 4-Bromo-2,5-dimethoxyamphetamine; DOB-4; 4-Bromo-2,5-dimethoxyphenylisopropylamine; 4-Bromo-DMA; 32156-26-6; 2,5-Dimethoxy-(4-bromo)phenylisopropylamine; 64638-07-9; 1-(4-bromo-2,5-dimethoxyphenyl)propan-2-amine; 1-(2,5-Dimethoxyphenyl-4-bromo)-2-aminopropane; 1-(4-Bromo-2,5-dimethoxyphenyl)-2-aminopropane; 4-Bromo-2,5-dimethoxy-alpha-methylbenzeneethanamine; CHEMBL6607; DOB; DEA No. 7391; Benzeneethanamine, 4-bromo-2,5-dimethoxy-alpha-methyl-; Brolamfetaminum

Indication

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

Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

274.15

Logarithm of the Partition Coefficient (xlogp)

2.6

Rotatable Bond Count (rotbonds)

4

Hydrogen Bond Donor Count (hbonddonor)

1

Hydrogen Bond Acceptor Count (hbondacc)

3

Chemical Identifiers

Formula: C11H16BrNO2
IUPAC Name: 1-(4-bromo-2,5-dimethoxyphenyl)propan-2-amine
Canonical SMILES: CC(CC1=CC(=C(C=C1OC)Br)OC)N
InChI: InChI=1S/C11H16BrNO2/c1-7(13)4-8-5-11(15-3)9(12)6-10(8)14-2/h5-7H,4,13H2,1-3H3
InChIKey: FXMWUTGUCAKGQL-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 62065
CAS Number: 64638-07-9
DrugBank ID: DB01484
TTD ID: D00WEQ

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	[2]
5-HT 1D receptor (HTR1D)	TT6MSOK	5HT1D_HUMAN	Inhibitor	[2]
5-HT 2A receptor (HTR2A)	TTJQOD7	5HT2A_HUMAN	Inhibitor	[3]

------------------------------------------------------------------------------------

Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

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
5-HT 1A receptor (HTR1A)	DTT	HTR1A	2.18E-01	-0.11	-0.51

Molecular Expression Atlas (MEA)

MEA Detail

Jump to Detail Molecular Expression Atlas of This Drug

References

1	URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 163).
2	5-HT1 and 5-HT2 binding characteristics of 1-(2,5-dimethoxy-4-bromophenyl)-2-aminopropane analogues. J Med Chem. 1986 Feb;29(2):194-9.
3	'Hybrid' benzofuran-benzopyran congeners as rigid analogs of hallucinogenic phenethylamines. Bioorg Med Chem. 2008 Jun 1;16(11):6242-51.