4-(4-Dimethylamino-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: ALA72828

Chembl Id: CHEMBL72828

PubChem CID: 10439475

Max Phase: Preclinical

Molecular Formula: C35H40N6O8

Molecular Weight: 672.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC1(O)C(=O)OCc2c1cc1n(c2=O)Cc2cc3cc(OCCNC(=O)c4cc(NC(=O)CCCN(C)C)cn4COC)ccc3nc2-1

Standard InChI:  InChI=1S/C35H40N6O8/c1-5-35(46)26-16-28-31-22(17-41(28)33(44)25(26)19-49-34(35)45)13-21-14-24(8-9-27(21)38-31)48-12-10-36-32(43)29-15-23(18-40(29)20-47-4)37-30(42)7-6-11-39(2)3/h8-9,13-16,18,46H,5-7,10-12,17,19-20H2,1-4H3,(H,36,43)(H,37,42)

Standard InChI Key:  ZSMCYFPCVZXTLY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA72828

   4-[4-(dimethylamino)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: 672.74

Molecular Weight (Monoisotopic): 672.2908

AlogP: 2.57

#Rotatable Bonds: 13

Polar Surface Area: 166.25

Molecular Species: BASE

HBA: 12

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.71

CX Basic pKa: 9.65

CX LogP: 0.88

CX LogD: -1.35

Aromatic Rings: 4

Heavy Atoms: 49

QED Weighted: 0.13

Np Likeness Score: -0.14

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