4,6,8-trimethoxy-10-(3,7,11-trimethyldodeca-2,6,10-trienyl)-5H-dibenzo[b,e][1,4]diazepin-11(10H)-one

ID: ALA599532

Chembl Id: CHEMBL599532

PubChem CID: 10255571

Max Phase: Preclinical

Molecular Formula: C31H40N2O4

Molecular Weight: 504.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c2c(c1)N(C/C=C(\C)CC/C=C(\C)CCC=C(C)C)C(=O)c1cccc(OC)c1N2

Standard InChI:  InChI=1S/C31H40N2O4/c1-21(2)11-8-12-22(3)13-9-14-23(4)17-18-33-26-19-24(35-5)20-28(37-7)30(26)32-29-25(31(33)34)15-10-16-27(29)36-6/h10-11,13,15-17,19-20,32H,8-9,12,14,18H2,1-7H3/b22-13+,23-17+

Standard InChI Key:  PSFFSXJFFYRSHI-FQLUOEGPSA-N

Alternative Forms

1. Parent:

   

   ALA599532

   1,3,10-trimethoxy-5-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]-11H-benzo[b][1,4]benzodiazepin-6-one

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: 504.67

Molecular Weight (Monoisotopic): 504.2988

AlogP: 7.84

#Rotatable Bonds: 11

Polar Surface Area: 60.03

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 0.12

CX LogP: 7.90

CX LogD: 7.90

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.32

Np Likeness Score: 0.88

References

1. Miyanaga S, Sakurai H, Saiki I, Onaka H, Igarashi Y..  (2010)  Anti-invasive and anti-angiogenic activities of naturally occurring dibenzodiazepine BU-4664L and its derivatives.,  20  (3): [PMID:20056543] [10.1016/j.bmcl.2009.12.055]

Source

Source(1):

• Scientific Literature