4-Butyrylamino-1-methoxymethyl-1H-pyrrole-2-carboxylic acid [2-(4-ethyl-4-hydroxy-3,13-dioxo-3,4,12,13-tetrahydro-1H-2-oxa-6,12a-diaza-dibenzo[b,h]fluoren-9-yloxy)-ethyl]-amide

ID: ALA70433

Chembl Id: CHEMBL70433

PubChem CID: 10675471

Max Phase: Preclinical

Molecular Formula: C33H35N5O8

Molecular Weight: 629.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC(=O)Nc1cc(C(=O)NCCOc2ccc3nc4c(cc3c2)Cn2c-4cc3c(c2=O)COC(=O)C3(O)CC)n(COC)c1

Standard InChI:  InChI=1S/C33H35N5O8/c1-4-6-28(39)35-21-13-27(37(16-21)18-44-3)30(40)34-9-10-45-22-7-8-25-19(12-22)11-20-15-38-26(29(20)36-25)14-24-23(31(38)41)17-46-32(42)33(24,43)5-2/h7-8,11-14,16,43H,4-6,9-10,15,17-18H2,1-3H3,(H,34,40)(H,35,39)

Standard InChI Key:  JHHSWZXAYHITOJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA70433

   4-(butanoylamino)-N-[2-[(19-ethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaen-7-yl)oxy]ethyl]-1-(methoxymethyl)pyrrole-2-carboxamide

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: 629.67

Molecular Weight (Monoisotopic): 629.2486

AlogP: 3.03

#Rotatable Bonds: 11

Polar Surface Area: 163.01

Molecular Species: NEUTRAL

HBA: 11

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.71

CX Basic pKa: 3.15

CX LogP: 1.61

CX LogD: 1.61

Aromatic Rings: 4

Heavy Atoms: 46

QED Weighted: 0.15

Np Likeness Score: -0.02

References

1. Zhao R, al-Said NH, Sternbach DL, Lown JW..  (1997)  Camptothecin and minor-groove binder hybrid molecules: synthesis, inhibition of topoisomerase I, and anticancer cytotoxicity in vitro.,  40  (2): [PMID:9003520] [10.1021/jm9605804]

Source

Source(1):

• Scientific Literature