(4S,12S)-4-Ethyl-4-hydroxy-12-hydroxymethyl-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione

ID: ALA355108

Chembl Id: CHEMBL355108

PubChem CID: 44380437

Max Phase: Preclinical

Molecular Formula: C21H18N2O5

Molecular Weight: 378.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@@]1(O)C(=O)OCc2c1cc1n(c2=O)[C@H](CO)c2cc3ccccc3nc2-1

Standard InChI:  InChI=1S/C21H18N2O5/c1-2-21(27)14-8-16-18-12(7-11-5-3-4-6-15(11)22-18)17(9-24)23(16)19(25)13(14)10-28-20(21)26/h3-8,17,24,27H,2,9-10H2,1H3/t17-,21+/m1/s1

Standard InChI Key:  UGUBCBRTRUKMMD-UTKZUKDTSA-N

Alternative Forms

1. Parent:

   

   ALA355108

   (12S,19S)-19-ethyl-19-hydroxy-12-(hydroxymethyl)-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione

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: 378.38

Molecular Weight (Monoisotopic): 378.1216

AlogP: 1.61

#Rotatable Bonds: 2

Polar Surface Area: 101.65

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.71

CX Basic pKa: 3.03

CX LogP: 0.59

CX LogD: 0.59

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.66

Np Likeness Score: 0.75

References

1. Wang H, Lin S, Hwang K, McPhail AT, Lee K.  (1995)  The synthesis of 5-substituted camptothecins as potential inhibitors of DNA topoisomerase I,  5  (1): [10.1016/0960-894X(94)00462-O]

Source

Source(1):

• Scientific Literature