Barbamide

ID: ALA518557

Chembl Id: CHEMBL518557

PubChem CID: 10695334

Max Phase: Preclinical

Molecular Formula: C20H23Cl3N2O2S

Molecular Weight: 461.84

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Barbamide | CHEMBL518557|SCHEMBL1269469

Canonical SMILES:  CO/C(=C/C(=O)N(C)C(Cc1ccccc1)c1nccs1)CC(C)C(Cl)(Cl)Cl

Standard InChI:  InChI=1S/C20H23Cl3N2O2S/c1-14(20(21,22)23)11-16(27-3)13-18(26)25(2)17(19-24-9-10-28-19)12-15-7-5-4-6-8-15/h4-10,13-14,17H,11-12H2,1-3H3/b16-13+

Standard InChI Key:  UGNRFJOMRFTXSQ-DTQAZKPQSA-N

Alternative Forms

1. Parent:

   

   ALA518557

   BARBAMIDE

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 461.84

Molecular Weight (Monoisotopic): 460.0546

AlogP: 5.81

#Rotatable Bonds: 8

Polar Surface Area: 42.43

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.11

CX LogP: 4.60

CX LogD: 4.60

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.28

Np Likeness Score: 0.21

References

1. Orjala J, Gerwick WH..  (1996)  Barbamide, a chlorinated metabolite with molluscicidal activity from the Caribbean cyanobacterium Lyngbya majuscula.,  59  (4): [PMID:8699186] [10.1021/np960085a]

Source

Source(1):

• Scientific Literature