Tabernaemontanine(2',2'-dimethylpropylidene)hydrazone

ID: ALA4216422

PubChem CID: 145971395

Max Phase: Preclinical

Molecular Formula: C26H36N4O2

Molecular Weight: 436.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@@H]1CN(C)[C@H]2Cc3c([nH]c4ccccc34)/C(=N/N=C\C(C)(C)C)C[C@H]1[C@H]2C(=O)OC

Standard InChI:  InChI=1S/C26H36N4O2/c1-7-16-14-30(5)22-13-19-17-10-8-9-11-20(17)28-24(19)21(29-27-15-26(2,3)4)12-18(16)23(22)25(31)32-6/h8-11,15-16,18,22-23,28H,7,12-14H2,1-6H3/b27-15-,29-21+/t16-,18-,22+,23-/m1/s1

Standard InChI Key:  KTNHPEAXZCBPDP-NMQOHJNXSA-N

Molfile:  

     RDKit          2D

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   14.7632   -2.7667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  3 22  1  6
  3 23  1  0
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  7 28  1  6
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  1 30  1  1
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 21 33  1  0
 21 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4216422

   ---

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: 436.60

Molecular Weight (Monoisotopic): 436.2838

AlogP: 4.68

#Rotatable Bonds: 3

Polar Surface Area: 70.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.57

CX Basic pKa: 8.46

CX LogP: 4.14

CX LogD: 3.05

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.43

Np Likeness Score: 0.79

References

1. Paterna A, Khonkarn R, Mulhovo S, Moreno A, Madeira Girio P, Baubichon-Cortay H, Falson P, Ferreira MU..  (2018)  Monoterpene indole alkaloid azine derivatives as MDR reversal agents.,  26  (2): [PMID:29233614] [10.1016/j.bmc.2017.11.052]

Source

Source(1):

• Scientific Literature