Tabernaemontanine(3'-bromobenzylidene)hydrazone

ID: ALA4215945

PubChem CID: 145973948

Max Phase: Preclinical

Molecular Formula: C28H31BrN4O2

Molecular Weight: 535.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@@H]1CN(C)[C@H]2Cc3c([nH]c4ccccc34)/C(=N/N=C\c3cccc(Br)c3)C[C@H]1[C@H]2C(=O)OC

Standard InChI:  InChI=1S/C28H31BrN4O2/c1-4-18-16-33(2)25-14-22-20-10-5-6-11-23(20)31-27(22)24(13-21(18)26(25)28(34)35-3)32-30-15-17-8-7-9-19(29)12-17/h5-12,15,18,21,25-26,31H,4,13-14,16H2,1-3H3/b30-15-,32-24+/t18-,21-,25+,26-/m1/s1

Standard InChI Key:  RAGLDRACJXKGDB-KFOXFPIQSA-N

Molfile:  

     RDKit          2D

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   13.1263  -17.5813    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
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  7 33  1  6
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  1 35  1  1
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 23 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4215945

   ---

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: 535.49

Molecular Weight (Monoisotopic): 534.1630

AlogP: 5.45

#Rotatable Bonds: 4

Polar Surface Area: 70.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.57

CX Basic pKa: 8.46

CX LogP: 5.18

CX LogD: 4.09

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.27

Np Likeness Score: 0.32

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