1,1'-{[1,4-Di(propane-1,3-diyl)hexahydro-piperazine]dioxy}-bis[(11aS)-2-fluoro-7-methoxy-1,2,3,11a-tetrahydro-5Hpyrrolo[2,1-c][1,4]benzodiazepine-5-one]

ID: ALA450309

Chembl Id: CHEMBL450309

PubChem CID: 44225604

Max Phase: Preclinical

Molecular Formula: C36H44F2N6O6

Molecular Weight: 694.78

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C36H44F2N6O6/c1-47-31-15-27-29(39-19-25-13-23(37)21-43(25)35(27)45)17-33(31)49-11-3-5-41-7-9-42(10-8-41)6-4-12-50-34-18-30-28(16-32(34)48-2)36(46)44-22-24(38)14-26(44)20-40-30/h15-20,23-26H,3-14,21-22H2,1-2H3/t23?,24?,25-,26-/m0/s1

Standard InChI Key:  IFSWCDUZMRLVNK-HDLCADABSA-N

Alternative Forms

1. Parent:

   

   ALA450309

   (6aS)-3-[3-[4-[3-[[(6aS)-8-fluoro-2-methoxy-11-oxo-6a,7,8,9-tetrahydropyrrolo[2,1-c][1,4]benzodiazepin-3-yl]oxy]propyl]piperazin-1-yl]propoxy]-8-fluoro-2-methoxy-6a,7,8,9-tetrahydropyrrolo[2,1-c][1,4]benzodiazepin-11-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: 694.78

Molecular Weight (Monoisotopic): 694.3290

AlogP: 4.10

#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: 1.46

CX LogD: 0.89

Aromatic Rings: 2

Heavy Atoms: 50

QED Weighted: 0.31

Np Likeness Score: -0.17

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