7-Methoxy-8-{(1-(4-(4-((E)-3-(2-hydroxyphenyl)-3-oxoprop-1-enyl)-2-methoxyphenoxy)butyl)-1H-1,2,3-triazol-4-yl)methoxy}-(11aS)-1,2,3,11atetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5-one

ID: ALA1823738

Chembl Id: CHEMBL1823738

PubChem CID: 54769566

Max Phase: Preclinical

Molecular Formula: C36H37N5O7

Molecular Weight: 651.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)c2ccccc2O)ccc1OCCCCn1cc(COc2cc3c(cc2OC)C(=O)N2CCC[C@H]2C=N3)nn1

Standard InChI:  InChI=1S/C36H37N5O7/c1-45-33-18-24(11-13-31(43)27-9-3-4-10-30(27)42)12-14-32(33)47-17-6-5-15-40-22-25(38-39-40)23-48-35-20-29-28(19-34(35)46-2)36(44)41-16-7-8-26(41)21-37-29/h3-4,9-14,18-22,26,42H,5-8,15-17,23H2,1-2H3/b13-11+/t26-/m0/s1

Standard InChI Key:  KMUSZFHAVLGOED-PUHSMXRQSA-N

Alternative Forms

1. Parent:

   

   ALA1823738

   (6aS)-3-[[1-[4-[4-[(E)-3-(2-hydroxyphenyl)-3-oxoprop-1-enyl]-2-methoxyphenoxy]butyl]triazol-4-yl]methoxy]-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: 651.72

Molecular Weight (Monoisotopic): 651.2693

AlogP: 5.66

#Rotatable Bonds: 14

Polar Surface Area: 137.60

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.19

CX Basic pKa: 4.06

CX LogP: 5.26

CX LogD: 4.85

Aromatic Rings: 4

Heavy Atoms: 48

QED Weighted: 0.10

Np Likeness Score: -0.34

References

1. Kamal A, Prabhakar S, Janaki Ramaiah M, Venkat Reddy P, Ratna Reddy Ch, Mallareddy A, Shankaraiah N, Lakshmi Narayan Reddy T, Pushpavalli SN, Pal-Bhadra M..  (2011)  Synthesis and anticancer activity of chalcone-pyrrolobenzodiazepine conjugates linked via 1,2,3-triazole ring side-armed with alkane spacers.,  46  (9): [PMID:21676506] [10.1016/j.ejmech.2011.05.050]

Source

Source(1):

• Scientific Literature