(E)-N-[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]-3-furan-2-yl-acrylamide

ID: ALA439592

Chembl Id: CHEMBL439592

PubChem CID: 44334496

Max Phase: Preclinical

Molecular Formula: C29H25N3O7

Molecular Weight: 527.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC1(O)C(=O)OCc2c1cc1n(c2=O)Cc2cc3cc(OCCNC(=O)/C=C/c4ccco4)ccc3nc2-1

Standard InChI:  InChI=1S/C29H25N3O7/c1-2-29(36)22-14-24-26-18(15-32(24)27(34)21(22)16-39-28(29)35)12-17-13-20(5-7-23(17)31-26)38-11-9-30-25(33)8-6-19-4-3-10-37-19/h3-8,10,12-14,36H,2,9,11,15-16H2,1H3,(H,30,33)/b8-6+

Standard InChI Key:  BRZNZHYZJBNTGZ-SOFGYWHQSA-N

Alternative Forms

1. Parent:

   

   ALA439592

   (E)-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]-3-(furan-2-yl)prop-2-enamide

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: 527.53

Molecular Weight (Monoisotopic): 527.1693

AlogP: 2.88

#Rotatable Bonds: 7

Polar Surface Area: 132.89

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: 1.50

CX LogD: 1.50

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.19

Np Likeness Score: 0.22

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