O2-(2,4-Dinitro-5-{2-[2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oyl]-oxo-ethyl-amino}phenyl)-1-(N-methyl-ethanolamino)diazen-1-ium-1,2-diolate

ID: ALA4203553

PubChem CID: 145977777

Max Phase: Preclinical

Molecular Formula: C42H55N7O11

Molecular Weight: 833.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(CCO)/[N+]([O-])=N/Oc1cc(NCCOC(=O)[C@]23CCC(C)(C)C[C@H]2[C@H]2C(=O)C=C4[C@@]5(C)C=C(C#N)C(=O)C(C)(C)[C@@H]5CC[C@@]4(C)[C@]2(C)CC3)c([N+](=O)[O-])cc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C42H55N7O11/c1-37(2)11-13-42(36(53)59-18-15-44-27-19-31(60-45-49(58)46(8)16-17-50)29(48(56)57)20-28(27)47(54)55)14-12-41(7)34(26(42)23-37)30(51)21-33-39(5)22-25(24-43)35(52)38(3,4)32(39)9-10-40(33,41)6/h19-22,26,32,34,44,50H,9-18,23H2,1-8H3/b49-45-/t26-,32-,34-,39-,40+,41+,42-/m0/s1

Standard InChI Key:  MEFHVKQHMWRFDH-XBWKYCLGSA-N

Molfile:  

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M  CHG  6  49   1  51  -1  52   1  54  -1  57   1  59  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4203553

   ---

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: 833.94

Molecular Weight (Monoisotopic): 833.3960

AlogP: 6.77

#Rotatable Bonds: 12

Polar Surface Area: 253.67

Molecular Species: ACID

HBA: 14

HBD: 2

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.84

CX Basic pKa: ┄

CX LogP: 4.36

CX LogD: 6.38

Aromatic Rings: 1

Heavy Atoms: 60

QED Weighted: 0.06

Np Likeness Score: 0.93

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