Sodium salt (2R,4R,5R)-5-acetylamino-2-[(9S,14S,17R)-17-(1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxy]-4-hydroxy-6-((R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-caroxylate

ID: ALA27564

PubChem CID: 44279060

Max Phase: Preclinical

Molecular Formula: C38H62NNaO9

Molecular Weight: 677.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)NC1C(O)CC(OC2CC[C@@]3(C)C(=CCC4[C@@H]5CC[C@H]([C@@H](C)CCCC(C)C)[C@@]5(C)CC[C@@H]43)C2)(C(=O)[O-])OC1[C@@H](O)[C@H](O)CO.[Na+]

Standard InChI:  InChI=1S/C38H63NO9.Na/c1-21(2)8-7-9-22(3)27-12-13-28-26-11-10-24-18-25(14-16-36(24,5)29(26)15-17-37(27,28)6)47-38(35(45)46)19-30(42)32(39-23(4)41)34(48-38)33(44)31(43)20-40;/h10,21-22,25-34,40,42-44H,7-9,11-20H2,1-6H3,(H,39,41)(H,45,46);/q;+1/p-1/t22-,25?,26?,27+,28-,29-,30?,31+,32?,33-,34?,36-,37+,38?;/m0./s1

Standard InChI Key:  IZIDPDBQFGUOQH-VSHAUYDWSA-M

Molfile:  

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M  CHG  2   1   1  29  -1
M  END

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: 677.92

Molecular Weight (Monoisotopic): 677.4503

AlogP: 4.56

#Rotatable Bonds: 12

Polar Surface Area: 165.78

Molecular Species: ACID

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.29

CX Basic pKa: ┄

CX LogP: 4.71

CX LogD: 1.28

Aromatic Rings: ┄

Heavy Atoms: 48

QED Weighted: 0.16

Np Likeness Score: 1.89

References

1. Veeneman GH, Van Der Hulst RG, Van Boeckel CA, Philipsen RL, Ruigt G, Tonnaer JA, Van Delft TM, Konings PN.  (1995)  Synthesis of sialic acid-lipid conjugates and their neuritogenic effects on N1E.115 neuroblastoma cells,  5  (1): [10.1016/0960-894X(94)00450-T]

Source

Source(1):

• Scientific Literature