O2-(2,4-Dinitro-5-{4-[2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oyl]piperazin-1-yl}phenyl)-1-(morpholine-1-yl)diazen-1-ium-1,2-diolate

ID: ALA4212491

PubChem CID: 145966476

Max Phase: Preclinical

Molecular Formula: C45H58N8O10

Molecular Weight: 871.00

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CC[C@]2(C(=O)N3CCN(c4cc(O/N=[N+](\[O-])N5CCOCC5)c([N+](=O)[O-])cc4[N+](=O)[O-])CC3)CC[C@]3(C)[C@H](C(=O)C=C4[C@@]5(C)C=C(C#N)C(=O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1

Standard InChI:  InChI=1S/C45H58N8O10/c1-40(2)10-12-45(13-11-44(7)37(29(45)26-40)33(54)24-36-42(5)25-28(27-46)38(55)41(3,4)35(42)8-9-43(36,44)6)39(56)49-16-14-48(15-17-49)30-23-34(32(52(59)60)22-31(30)51(57)58)63-47-53(61)50-18-20-62-21-19-50/h22-25,29,35,37H,8-21,26H2,1-7H3/b53-47-/t29-,35-,37-,42-,43+,44+,45-/m0/s1

Standard InChI Key:  CJCPRUROHYKGBT-AKKLAZCWSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4212491

   ---

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: 871.00

Molecular Weight (Monoisotopic): 870.4276

AlogP: 6.87

#Rotatable Bonds: 7

Polar Surface Area: 227.89

Molecular Species: ACID

HBA: 13

HBD: ┄

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.98

CX Basic pKa: 1.19

CX LogP: 5.12

CX LogD: 6.16

Aromatic Rings: 1

Heavy Atoms: 63

QED Weighted: 0.12

Np Likeness Score: 0.64

References

1. Kang F, Ai Y, Zhang Y, Huang Z..  (2018)  Design and synthesis of new hybrids from 2-cyano-3,12-dioxooleana- 9-dien-28-oic acid and O2-(2,4-dinitrophenyl) diazeniumdiolate for intervention of drug-resistant lung cancer.,  149  [PMID:29501947] [10.1016/j.ejmech.2018.02.062]

Source

Source(1):

• Scientific Literature