ID: ALA481241

Max Phase: Preclinical

Molecular Formula: C29H33N3O3

Molecular Weight: 471.60

Molecule Type: Small molecule

Representations

Synonyms (1): 1',2',3',4'-Tetradehydrotubulosine
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC[C@H]1CN2CCc3cc(OC)c(OC)cc3[C@@H]2C[C@@H]1Cc1nccc2c1[nH]c1ccc(O)cc12

Standard InChI:  InChI=1S/C29H33N3O3/c1-4-17-16-32-10-8-18-13-27(34-2)28(35-3)15-22(18)26(32)12-19(17)11-25-29-21(7-9-30-25)23-14-20(33)5-6-24(23)31-29/h5-7,9,13-15,17,19,26,31,33H,4,8,10-12,16H2,1-3H3/t17-,19-,26-/m0/s1

Standard InChI Key:  FYIJNEXYFHEJLZ-IAKTWSEQSA-N

Molecule Features

Natural Product: Yes

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

Properties

Molecular Weight: 471.60

Molecular Weight (Monoisotopic): 471.2522

AlogP: 5.63

#Rotatable Bonds: 5

Polar Surface Area: 70.61

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.51

CX Basic pKa: 8.62

CX LogP: 4.39

CX LogD: 3.37

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.39

Np Likeness Score: 1.07

References

1. Ito A, Lee YH, Chai HB, Gupta MP, Farnsworth NR, Cordell GA, Pezzuto JM, Kinghorn AD..  (1999)  1',2',3',4'-tetradehydrotubulosine, a cytotoxic alkaloid from Pogonopus speciosus.,  62  (9): [PMID:10514334] [10.1021/np990255u]

Source

Source(1):

• Scientific Literature