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

ID: ALA1823740

Chembl Id: CHEMBL1823740

PubChem CID: 54577840

Max Phase: Preclinical

Molecular Formula: C35H35N5O7

Molecular Weight: 637.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)c2ccc(O)cc2)ccc1OCCCn1cc(COc2cc3c(cc2OC)C(=O)N2CCC[C@H]2C=N3)nn1

Standard InChI:  InChI=1S/C35H35N5O7/c1-44-32-17-23(6-12-30(42)24-8-10-27(41)11-9-24)7-13-31(32)46-16-4-14-39-21-25(37-38-39)22-47-34-19-29-28(18-33(34)45-2)35(43)40-15-3-5-26(40)20-36-29/h6-13,17-21,26,41H,3-5,14-16,22H2,1-2H3/b12-6+/t26-/m0/s1

Standard InChI Key:  IHAPBQJLRADKHI-JHVZDVHPSA-N

Alternative Forms

1. Parent:

   

   ALA1823740

   (6aS)-3-[[1-[3-[4-[(E)-3-(4-hydroxyphenyl)-3-oxoprop-1-enyl]-2-methoxyphenoxy]propyl]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: 637.69

Molecular Weight (Monoisotopic): 637.2536

AlogP: 5.27

#Rotatable Bonds: 13

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: 7.87

CX Basic pKa: 4.06

CX LogP: 4.09

CX LogD: 3.97

Aromatic Rings: 4

Heavy Atoms: 47

QED Weighted: 0.12

Np Likeness Score: -0.37

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