10-[[[1-(Methoxymethyl)-2-carbethoxypyrrol-4-yl]carbamoyl]carbamoyl]methoxy]-2(R,S)-camptothecin

ID: ALA74459

Chembl Id: CHEMBL74459

PubChem CID: 44312295

Max Phase: Preclinical

Molecular Formula: C31H30N4O10

Molecular Weight: 618.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cc(NOC(=O)COc2ccc3nc4c(cc3c2)Cn2c-4cc3c(c2=O)COC(=O)C3(O)CC)cn1COC

Standard InChI:  InChI=1S/C31H30N4O10/c1-4-31(40)22-11-24-27-18(12-35(24)28(37)21(22)14-44-30(31)39)8-17-9-20(6-7-23(17)32-27)43-15-26(36)45-33-19-10-25(29(38)42-5-2)34(13-19)16-41-3/h6-11,13,33,40H,4-5,12,14-16H2,1-3H3

Standard InChI Key:  KWCOSQZFDOKUIV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA74459

   Ethyl 4-[[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]acetyl]oxyamino]-1-(methoxymethyl)pyrrole-2-carboxylate

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: 618.60

Molecular Weight (Monoisotopic): 618.1962

AlogP: 2.61

#Rotatable Bonds: 10

Polar Surface Area: 169.44

Molecular Species: NEUTRAL

HBA: 14

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.71

CX Basic pKa: 3.32

CX LogP: 2.04

CX LogD: 2.04

Aromatic Rings: 4

Heavy Atoms: 45

QED Weighted: 0.13

Np Likeness Score: 0.21

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