1,1'-[(Propane-1,3-diyl)dioxy]-bis[(11aS)-7-methoxy-2,2-difluoro-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one]

ID: ALA510024

Chembl Id: CHEMBL510024

PubChem CID: 24780427

Max Phase: Preclinical

Molecular Formula: C29H28F4N4O6

Molecular Weight: 604.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OCCCOc1cc3c(cc1OC)C(=O)N1CC(F)(F)C[C@H]1C=N3)N=C[C@@H]1CC(F)(F)CN1C2=O

Standard InChI:  InChI=1S/C29H28F4N4O6/c1-40-22-6-18-20(34-12-16-10-28(30,31)14-36(16)26(18)38)8-24(22)42-4-3-5-43-25-9-21-19(7-23(25)41-2)27(39)37-15-29(32,33)11-17(37)13-35-21/h6-9,12-13,16-17H,3-5,10-11,14-15H2,1-2H3/t16-,17-/m0/s1

Standard InChI Key:  HWXGXRCAHRQTKR-IRXDYDNUSA-N

Alternative Forms

1. Parent:

   

   ALA510024

   (11aS)-8-(3-[(11aS)-2,3,5,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-8-yl]oxypropoxy)-2,2-difluoro-7-methoxy-2,3,5,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-5-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: 604.56

Molecular Weight (Monoisotopic): 604.1945

AlogP: 4.68

#Rotatable Bonds: 8

Polar Surface Area: 102.26

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.35

CX LogP: 2.84

CX LogD: 2.84

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.32

Np Likeness Score: 0.14

References

1. Kamal A, Rajender, Reddy DR, Reddy MK, Balakishan G, Shaik TB, Chourasia M, Sastry GN..  (2009)  Remarkable enhancement in the DNA-binding ability of C2-fluoro substituted pyrrolo[2,1-c][1,4]benzodiazepines and their anticancer potential.,  17  (4): [PMID:19168361] [10.1016/j.bmc.2008.12.068]

Source

Source(1):

• Scientific Literature