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

ID: ALA1823745

Chembl Id: CHEMBL1823745

PubChem CID: 54769777

Max Phase: Preclinical

Molecular Formula: C37H38ClN5O7

Molecular Weight: 700.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)c2cc(Cl)ccc2O)ccc1OCCCCCn1cc(COc2cc3c(cc2OC)C(=O)N2CCC[C@H]2C=N3)nn1

Standard InChI:  InChI=1S/C37H38ClN5O7/c1-47-34-17-24(8-11-31(44)29-18-25(38)10-12-32(29)45)9-13-33(34)49-16-5-3-4-14-42-22-26(40-41-42)23-50-36-20-30-28(19-35(36)48-2)37(46)43-15-6-7-27(43)21-39-30/h8-13,17-22,27,45H,3-7,14-16,23H2,1-2H3/b11-8+/t27-/m0/s1

Standard InChI Key:  GQXJOODLCRMCMU-HSDHKRTLSA-N

Alternative Forms

1. Parent:

   

   ALA1823745

   (6aS)-3-[[1-[5-[4-[(E)-3-(5-chloro-2-hydroxyphenyl)-3-oxoprop-1-enyl]-2-methoxyphenoxy]pentyl]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: 700.19

Molecular Weight (Monoisotopic): 699.2460

AlogP: 6.70

#Rotatable Bonds: 15

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: 6.66

CX Basic pKa: 4.06

CX LogP: 6.31

CX LogD: 5.52

Aromatic Rings: 4

Heavy Atoms: 50

QED Weighted: 0.08

Np Likeness Score: -0.42

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