1-Methyl-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: ALA322379

Chembl Id: CHEMBL322379

PubChem CID: 9983970

Max Phase: Preclinical

Molecular Formula: C28H26N4O6

Molecular Weight: 514.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC1(O)C(=O)OCc2c1cc1n(c2=O)Cc2cc3cc(OCCNC(=O)c4cccn4C)ccc3nc2-1

Standard InChI:  InChI=1S/C28H26N4O6/c1-3-28(36)20-13-23-24-17(14-32(23)26(34)19(20)15-38-27(28)35)11-16-12-18(6-7-21(16)30-24)37-10-8-29-25(33)22-5-4-9-31(22)2/h4-7,9,11-13,36H,3,8,10,14-15H2,1-2H3,(H,29,33)

Standard InChI Key:  GICKMDLIMJVZAV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA322379

   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-methylpyrrole-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: 514.54

Molecular Weight (Monoisotopic): 514.1852

AlogP: 2.23

#Rotatable Bonds: 6

Polar Surface Area: 124.68

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.71

CX Basic pKa: 3.15

CX LogP: 1.16

CX LogD: 1.16

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.26

Np Likeness Score: 0.02

References

1. Zhao R, Oreski B, Lown J.  (1995)  Synthesis and antitumor activity of camptothecin derivatives bearing five-membered heterocycle containing 10-substituents,  5  (24): [10.1016/0960-894X(95)00538-5]

Source

Source(1):

• Scientific Literature