{2-[((S)-4,11-Diethyl-4-hydroxy-3,13-dioxo-3,4,12,13-tetrahydro-1H-2-oxa-6,12a-diaza-dibenzo[b,h]fluoren-9-yloxycarbonyl)-methyl-amino]-ethyl}-methyl-carbamic acid 3-methyl-2-nitro-3H-imidazol-4-ylmethyl ester

ID: ALA4059463

Chembl Id: CHEMBL4059463

PubChem CID: 137634465

Max Phase: Preclinical

Molecular Formula: C33H35N7O10

Molecular Weight: 689.68

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C33H35N7O10/c1-6-20-21-12-19(50-32(44)37(4)11-10-36(3)31(43)49-16-18-14-34-30(38(18)5)40(46)47)8-9-25(21)35-27-22(20)15-39-26(27)13-24-23(28(39)41)17-48-29(42)33(24,45)7-2/h8-9,12-14,45H,6-7,10-11,15-17H2,1-5H3/t33-/m0/s1

Standard InChI Key:  VTABFXCGOQLKLN-XIFFEERXSA-N

Alternative Forms

1. Parent:

   

   ALA4059463

   ---

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: 689.68

Molecular Weight (Monoisotopic): 689.2445

AlogP: 2.98

#Rotatable Bonds: 9

Polar Surface Area: 201.46

Molecular Species: NEUTRAL

HBA: 14

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.71

CX Basic pKa: 3.80

CX LogP: 2.14

CX LogD: 2.14

Aromatic Rings: 4

Heavy Atoms: 50

QED Weighted: 0.13

Np Likeness Score: 0.16

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