(S)-4,11-Diethyl-4-hydroxy-9-(3-methyl-2-nitro-3H-imidazol-4-ylmethoxy)-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione

ID: ALA4079921

Chembl Id: CHEMBL4079921

PubChem CID: 137650335

Max Phase: Preclinical

Molecular Formula: C27H25N5O7

Molecular Weight: 531.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1c2c(nc3ccc(OCc4cnc([N+](=O)[O-])n4C)cc13)-c1cc3c(c(=O)n1C2)COC(=O)[C@]3(O)CC

Standard InChI:  InChI=1S/C27H25N5O7/c1-4-16-17-8-15(38-12-14-10-28-26(30(14)3)32(36)37)6-7-21(17)29-23-18(16)11-31-22(23)9-20-19(24(31)33)13-39-25(34)27(20,35)5-2/h6-10,35H,4-5,11-13H2,1-3H3/t27-/m0/s1

Standard InChI Key:  HAANIHGTTCUZQK-MHZLTWQESA-N

Alternative Forms

1. Parent:

   

   ALA4079921

   ---

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: 531.53

Molecular Weight (Monoisotopic): 531.1754

AlogP: 2.86

#Rotatable Bonds: 6

Polar Surface Area: 151.61

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.71

CX Basic pKa: 3.90

CX LogP: 2.39

CX LogD: 2.39

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.20

Np Likeness Score: 0.41

References

1. Jin C, Zhang Q, Lu W..  (2017)  Synthesis and biological evaluation of hypoxia-activated prodrugs of SN-38.,  132  [PMID:28350997] [10.1016/j.ejmech.2017.03.040]

Source

Source(1):

• Scientific Literature