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

ID: ALA312690

Chembl Id: CHEMBL312690

PubChem CID: 44312296

Max Phase: Preclinical

Molecular Formula: C34H38N6O9

Molecular Weight: 674.71

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C34H38N6O9/c1-5-34(45)25-14-27-30-21(15-40(27)32(43)24(25)17-48-33(34)44)11-20-12-23(7-8-26(20)36-30)47-18-29(41)49-37-22-13-28(39(16-22)19-46-4)31(42)35-9-6-10-38(2)3/h7-8,11-14,16,37,45H,5-6,9-10,15,17-19H2,1-4H3,(H,35,42)

Standard InChI Key:  OUCJUOXGHQDEQZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA312690

   [[5-[3-(Dimethylamino)propylcarbamoyl]-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]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaen-7-yl)oxy]acetate

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: 674.71

Molecular Weight (Monoisotopic): 674.2700

AlogP: 2.12

#Rotatable Bonds: 13

Polar Surface Area: 175.48

Molecular Species: BASE

HBA: 14

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.71

CX Basic pKa: 9.30

CX LogP: 0.83

CX LogD: -1.06

Aromatic Rings: 4

Heavy Atoms: 49

QED Weighted: 0.09

Np Likeness Score: -0.01

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