10-[[[1-(Methoxymethyl)-2-[[1-(methoxymethyl)-2-[[1-(methoxymethyl)-2-[[3-(dimethylamino)propyl]carbamoyl]pyrrol-4-yl]carbamoyl]pyrrol-4-yl]carbamoyl]pyrrol-4-yl]carbamoyl]methoxy]-2(R,S)-camptothecin

ID: ALA386919

Chembl Id: CHEMBL386919

PubChem CID: 44311922

Max Phase: Preclinical

Molecular Formula: C48H54N10O13

Molecular Weight: 979.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC1(O)C(=O)OCc2c1cc1n(c2=O)Cc2cc3cc(OCC(=O)ONc4cc(C(=O)Nc5cc(C(=O)Nc6cc(C(=O)NCCCN(C)C)n(COC)c6)n(COC)c5)n(COC)c4)ccc3nc2-1

Standard InChI:  InChI=1S/C48H54N10O13/c1-7-48(65)35-18-37-42-29(19-58(37)46(63)34(35)23-70-47(48)64)13-28-14-33(9-10-36(28)52-42)69-24-41(59)71-53-32-17-40(57(22-32)27-68-6)45(62)51-31-16-39(56(21-31)26-67-5)44(61)50-30-15-38(55(20-30)25-66-4)43(60)49-11-8-12-54(2)3/h9-10,13-18,20-22,53,65H,7-8,11-12,19,23-27H2,1-6H3,(H,49,60)(H,50,61)(H,51,62)

Standard InChI Key:  AAXCOPGVVQUERM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA386919

   [[5-[[5-[[5-[3-(Dimethylamino)propylcarbamoyl]-1-(methoxymethyl)pyrrol-3-yl]carbamoyl]-1-(methoxymethyl)pyrrol-3-yl]carbamoyl]-1-(methoxymethyl)pyrrol-3-yl]amino] 2-[(19-ethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]hen

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: 979.02

Molecular Weight (Monoisotopic): 978.3872

AlogP: 3.43

#Rotatable Bonds: 21

Polar Surface Area: 262.00

Molecular Species: BASE

HBA: 20

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 23

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.71

CX Basic pKa: 9.30

CX LogP: 1.59

CX LogD: -0.31

Aromatic Rings: 6

Heavy Atoms: 71

QED Weighted: 0.04

Np Likeness Score: -0.08

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