(S)-7-methoxy-8-(5-(4-(2-(naphthalen-2-ylmethylamino)benzoyl)piperazin-1-yl)pentyloxy)-2,3-dihydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-5(11aH)-one

ID: ALA1083170

Chembl Id: CHEMBL1083170

PubChem CID: 46890230

Max Phase: Preclinical

Molecular Formula: C40H45N5O4

Molecular Weight: 659.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OCCCCCN1CCN(C(=O)c3ccccc3NCc3ccc4ccccc4c3)CC1)N=C[C@@H]1CCCN1C2=O

Standard InChI:  InChI=1S/C40H45N5O4/c1-48-37-25-34-36(42-28-32-12-9-18-45(32)40(34)47)26-38(37)49-23-8-2-7-17-43-19-21-44(22-20-43)39(46)33-13-5-6-14-35(33)41-27-29-15-16-30-10-3-4-11-31(30)24-29/h3-6,10-11,13-16,24-26,28,32,41H,2,7-9,12,17-23,27H2,1H3/t32-/m0/s1

Standard InChI Key:  APBCFIJUCKFARF-YTTGMZPUSA-N

Alternative Forms

1. Parent:

   

   ALA1083170

   (6aS)-2-methoxy-3-[5-[4-[2-(naphthalen-2-ylmethylamino)benzoyl]piperazin-1-yl]pentoxy]-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: 659.83

Molecular Weight (Monoisotopic): 659.3472

AlogP: 6.79

#Rotatable Bonds: 12

Polar Surface Area: 86.71

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.41

CX LogP: 5.89

CX LogD: 5.58

Aromatic Rings: 4

Heavy Atoms: 49

QED Weighted: 0.17

Np Likeness Score: -0.68

References

1. Kamal A, Vijaya Bharathi E, Janaki Ramaiah M, Surendranadha Reddy J, Dastagiri D, Viswanath A, Sultana F, Pushpavalli SN, Pal-Bhadra M, Juvekar A, Sen S, Zingde S..  (2010)  Synthesis, anticancer activity and apoptosis inducing ability of anthranilamide-PBD conjugates.,  20  (11): [PMID:20444601] [10.1016/j.bmcl.2010.04.037]

Source

Source(1):

• Scientific Literature