(3-{4-[5-((S)-7-Methoxy-5-oxo-2,3,5,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-8-yloxy)-pentyl]-piperazin-1-yl}-propyl)-phosphonic acid diethyl ester

ID: ALA518685

Chembl Id: CHEMBL518685

PubChem CID: 44567242

Max Phase: Preclinical

Molecular Formula: C29H47N4O6P

Molecular Weight: 578.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOP(=O)(CCCN1CCN(CCCCCOc2cc3c(cc2OC)C(=O)N2CCC[C@H]2C=N3)CC1)OCC

Standard InChI:  InChI=1S/C29H47N4O6P/c1-4-38-40(35,39-5-2)20-10-13-32-17-15-31(16-18-32)12-7-6-8-19-37-28-22-26-25(21-27(28)36-3)29(34)33-14-9-11-24(33)23-30-26/h21-24H,4-20H2,1-3H3/t24-/m0/s1

Standard InChI Key:  PTCHLDDXQQGUFF-DEOSSOPVSA-N

Alternative Forms

1. Parent:

   

   ALA518685

   (6aS)-3-[5-[4-(3-diethoxyphosphorylpropyl)piperazin-1-yl]pentoxy]-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: 578.69

Molecular Weight (Monoisotopic): 578.3233

AlogP: 4.84

#Rotatable Bonds: 16

Polar Surface Area: 93.14

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.44

CX LogP: 2.26

CX LogD: 1.18

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.20

Np Likeness Score: -0.15

References

1. Kamal A, Kumar PP, Seshadri BN, Srinivas O, Kumar MS, Sen S, Kurian N, Juvekar AS, Zingde SM..  (2008)  Phosphonate-linked pyrrolo[2,1-c][1,4]benzodiazepine conjugates: synthesis, DNA-binding affinity and cytotoxicity.,  16  (7): [PMID:18262426] [10.1016/j.bmc.2008.01.040]

Source

Source(1):

• Scientific Literature