1,1'-{[1,4-Di(propane-1,3-diyl)hexahydropip-erazine]dioxy}-bis[(11aS)-2,2-di-fluoro-7-methoxy-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5-one]

ID: ALA446531

Chembl Id: CHEMBL446531

PubChem CID: 44204058

Max Phase: Preclinical

Molecular Formula: C36H42F4N6O6

Molecular Weight: 730.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OCCCN1CCN(CCCOc3cc4c(cc3OC)C(=O)N3CC(F)(F)C[C@H]3C=N4)CC1)N=C[C@@H]1CC(F)(F)CN1C2=O

Standard InChI:  InChI=1S/C36H42F4N6O6/c1-49-29-13-25-27(41-19-23-17-35(37,38)21-45(23)33(25)47)15-31(29)51-11-3-5-43-7-9-44(10-8-43)6-4-12-52-32-16-28-26(14-30(32)50-2)34(48)46-22-36(39,40)18-24(46)20-42-28/h13-16,19-20,23-24H,3-12,17-18,21-22H2,1-2H3/t23-,24-/m0/s1

Standard InChI Key:  KYPJBYKWBGJIRJ-ZEQRLZLVSA-N

Alternative Forms

1. Parent:

   

   ALA446531

   (2R,11aS)-C2-di-Fluoro-7-Methoxy-5-oxo-2,3,5,11a-tetrahydro-1-H-benzo[e]-pyrrolo[1,2-a][1,4]diazepine-8-yl}propyl)piperazino]propoxy}-C2-di-fluoro-7-Methoxy-2,3,5,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2a][1,4]diazepin-5one

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: 730.76

Molecular Weight (Monoisotopic): 730.3102

AlogP: 4.69

#Rotatable Bonds: 12

Polar Surface Area: 108.74

Molecular Species: NEUTRAL

HBA: 10

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.84

CX LogP: 2.76

CX LogD: 2.19

Aromatic Rings: 2

Heavy Atoms: 52

QED Weighted: 0.23

Np Likeness Score: -0.11

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