7-Methoxy-8-[3-(7-methoxy-5-oxo-2,3,5,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-8-yloxy)-propoxy]-1,2,3,11a-tetrahydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione

ID: ALA342861

PubChem CID: 403687

Max Phase: Preclinical

Molecular Formula: C29H32N4O7

Molecular Weight: 548.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OCCCOc1cc3c(cc1OC)C(=O)N1CCC[C@H]1C(=O)N3)N=C[C@@H]1CCCN1C2=O

Standard InChI:  InChI=1S/C29H32N4O7/c1-37-23-12-18-20(30-16-17-6-3-8-32(17)28(18)35)14-25(23)39-10-5-11-40-26-15-21-19(13-24(26)38-2)29(36)33-9-4-7-22(33)27(34)31-21/h12-17,22H,3-11H2,1-2H3,(H,31,34)/t17-,22-/m0/s1

Standard InChI Key:  VKDJCDSWBKPZPK-JTSKRJEESA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA342861

   (6aS)-3-[3-[[(6aS)-2-methoxy-11-oxo-6a,7,8,9-tetrahydropyrrolo[2,1-c][1,4]benzodiazepin-3-yl]oxy]propoxy]-2-methoxy-6a,7,8,9-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-6,11-dione

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: 548.60

Molecular Weight (Monoisotopic): 548.2271

AlogP: 3.43

#Rotatable Bonds: 8

Polar Surface Area: 119.00

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.44

CX Basic pKa: 4.06

CX LogP: 2.13

CX LogD: 2.13

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.50

Np Likeness Score: 0.14

References

1. Kamal A, Ramesh G, Laxman N, Ramulu P, Srinivas O, Neelima K, Kondapi AK, Sreenu VB, Nagarajaram HA..  (2002)  Design, synthesis, and evaluation of new noncross-linking pyrrolobenzodiazepine dimers with efficient DNA binding ability and potent antitumor activity.,  45  (21): [PMID:12361394] [10.1021/jm020124h]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays