Thiophene-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: ALA105182

Chembl Id: CHEMBL105182

PubChem CID: 10256019

Max Phase: Preclinical

Molecular Formula: C27H23N3O6S

Molecular Weight: 517.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC1(O)C(=O)OCc2c1cc1n(c2=O)Cc2cc3cc(OCCNC(=O)c4cccs4)ccc3nc2-1

Standard InChI:  InChI=1S/C27H23N3O6S/c1-2-27(34)19-12-21-23-16(13-30(21)25(32)18(19)14-36-26(27)33)10-15-11-17(5-6-20(15)29-23)35-8-7-28-24(31)22-4-3-9-37-22/h3-6,9-12,34H,2,7-8,13-14H2,1H3,(H,28,31)

Standard InChI Key:  XFPMPYSUYYVBHE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA105182

   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]thiophene-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: 517.56

Molecular Weight (Monoisotopic): 517.1308

AlogP: 2.95

#Rotatable Bonds: 6

Polar Surface Area: 119.75

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.71

CX Basic pKa: 3.15

CX LogP: 1.85

CX LogD: 1.85

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.26

Np Likeness Score: -0.13

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