ID: ALA508669

Max Phase: Preclinical

Molecular Formula: C37H52N2O6

Molecular Weight: 620.83

Molecule Type: Small molecule

Representations

Synonyms (1): (+)-Buxapapillinine
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(=O)O[C@H]1C[C@@H]2[C@@]3(CC4=C[C@@H](OC(C)=O)[C@H](NC(=O)c5ccccc5)C(C)(C)[C@@H]41)O[C@H]3C[C@]1(C)[C@@H]([C@H](C)N(C)C)CC[C@@]21C

Standard InChI:  InChI=1S/C37H52N2O6/c1-21(39(8)9)26-15-16-35(6)29-18-27(43-22(2)40)31-25(19-37(29)30(45-37)20-36(26,35)7)17-28(44-23(3)41)32(34(31,4)5)38-33(42)24-13-11-10-12-14-24/h10-14,17,21,26-32H,15-16,18-20H2,1-9H3,(H,38,42)/t21-,26+,27-,28+,29-,30-,31-,32-,35-,36+,37+/m0/s1

Standard InChI Key:  QRARTDSIPPBUHA-LAQXXDHZSA-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: 620.83

Molecular Weight (Monoisotopic): 620.3825

AlogP: 5.55

#Rotatable Bonds: 6

Polar Surface Area: 97.47

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 10.30

CX LogP: 4.34

CX LogD: 1.54

Aromatic Rings: 1

Heavy Atoms: 45

QED Weighted: 0.25

Np Likeness Score: 2.20

References

1. Atta-ur-Rahman Au, Ata A, Naz S, Choudhary MI, Sener B, Turkoz S..  (1999)  New steroidal alkaloids from the roots of buxus sempervirens,  62  (5): [PMID:10346940] [10.1021/np980285h]

Source

Source(1):

• Scientific Literature