OXONITINE

ID: ALA3138722

PubChem CID: 76325940

Max Phase: Preclinical

Molecular Formula: C33H43NO12

Molecular Weight: 645.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC[C@]12CN(C=O)C3[C@@H]4[C@H](OC)[C@H]1[C@@]3([C@@H](OC)C[C@H]2O)[C@@H]1C[C@@]2(O)[C@H](OC(=O)c3ccccc3)[C@@H]1[C@]4(OC(C)=O)[C@@H](O)[C@@H]2OC

Standard InChI:  InChI=1S/C33H43NO12/c1-16(36)46-33-21-18(12-31(40,28(44-5)26(33)38)27(21)45-29(39)17-9-7-6-8-10-17)32-20(42-3)11-19(37)30(14-41-2)13-34(15-35)25(32)22(33)23(43-4)24(30)32/h6-10,15,18-28,37-38,40H,11-14H2,1-5H3/t18-,19-,20+,21-,22+,23+,24-,25?,26+,27-,28+,30+,31-,32+,33-/m1/s1

Standard InChI Key:  SVQZFPSKTHNMRD-TUWOXVOMSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3138722

   8-(Acetyloxy)-20-formyl-3,13,15alpha-trihydroxy-1alpha,6alpha,16beta-trimethoxy-4-(methoxymethyl)aconitan-14alpha-yl benzoate

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

Calculated Properties

Molecular Weight: 645.70

Molecular Weight (Monoisotopic): 645.2785

AlogP: -0.22

#Rotatable Bonds: 9

Polar Surface Area: 170.52

Molecular Species: NEUTRAL

HBA: 12

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.53

CX Basic pKa: ┄

CX LogP: -1.72

CX LogD: -1.72

Aromatic Rings: 1

Heavy Atoms: 46

QED Weighted: 0.24

Np Likeness Score: 3.02

References

1. De Bruyn T, van Westen GJ, Ijzerman AP, Stieger B, de Witte P, Augustijns PF, Annaert PP..  (2013)  Structure-based identification of OATP1B1/3 inhibitors.,  83  (6): [PMID:23571415] [10.1124/mol.112.084152]

Source

Source(1):

• Scientific Literature