Tabernaemontanine(4'-hydroxy-3'-methoxybenzylidene)hydrazone

ID: ALA4216655

PubChem CID: 145973976

Max Phase: Preclinical

Molecular Formula: C29H34N4O4

Molecular Weight: 502.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@@H]1CN(C)[C@H]2Cc3c([nH]c4ccccc34)/C(=N/N=C\c3ccc(O)c(OC)c3)C[C@H]1[C@H]2C(=O)OC

Standard InChI:  InChI=1S/C29H34N4O4/c1-5-18-16-33(2)24-14-21-19-8-6-7-9-22(19)31-28(21)23(13-20(18)27(24)29(35)37-4)32-30-15-17-10-11-25(34)26(12-17)36-3/h6-12,15,18,20,24,27,31,34H,5,13-14,16H2,1-4H3/b30-15-,32-23+/t18-,20-,24+,27-/m1/s1

Standard InChI Key:  SPGGMUWGQXRFQX-YTKCTSSESA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4216655

   ---

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: 502.62

Molecular Weight (Monoisotopic): 502.2580

AlogP: 4.40

#Rotatable Bonds: 5

Polar Surface Area: 99.51

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.42

CX Basic pKa: 9.55

CX LogP: 3.73

CX LogD: 2.86

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.31

Np Likeness Score: 0.68

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