(4-Ethyl-4-hydroxy-3,13-dioxo-3,4,12,13-tetrahydro-1H-2-oxa-6,12a-diaza-dibenzo[b,h]fluoren-9-yloxy)-acetic acid

ID: ALA72627

Chembl Id: CHEMBL72627

PubChem CID: 10550144

Max Phase: Preclinical

Molecular Formula: C22H18N2O7

Molecular Weight: 422.39

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H18N2O7/c1-2-22(29)15-7-17-19-12(8-24(17)20(27)14(15)9-31-21(22)28)5-11-6-13(30-10-18(25)26)3-4-16(11)23-19/h3-7,29H,2,8-10H2,1H3,(H,25,26)

Standard InChI Key:  YKGINDQWHIJLIN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA72627

   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]acetic acid

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: 422.39

Molecular Weight (Monoisotopic): 422.1114

AlogP: 1.54

#Rotatable Bonds: 4

Polar Surface Area: 127.95

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.77

CX Basic pKa: 3.81

CX LogP: -0.06

CX LogD: -2.85

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.47

Np Likeness Score: 0.69

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