(1R,2R,3S,6S,7S,9S,10S,11S,12R,13R,15R)-2,6,9,11,13-pentahydroxy-15-(hydroxyamino)-3,7,10-trimethyl-11-(propan-2-yl)-14,16-dioxapentacyclo[7.6.1.0^{1,6}.0^{7,13}.0^{10,15}]hexadecan-12-yl 1H-pyrrole-2-carboxylate

ID: ALA2273076

Chembl Id: CHEMBL2273076

PubChem CID: 76330735

Max Phase: Preclinical

Molecular Formula: C25H36N2O10

Molecular Weight: 524.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@@]1(O)[C@@H](OC(=O)c2ccc[nH]2)[C@]2(O)O[C@@]3(NO)[C@]45O[C@@](O)(C[C@@]2(C)[C@@]4(O)CC[C@H](C)[C@H]5O)[C@]31C

Standard InChI:  InChI=1S/C25H36N2O10/c1-12(2)22(32)17(35-16(29)14-7-6-10-26-14)24(33)18(4)11-21(31)19(22,5)25(27-34,37-24)23(36-21)15(28)13(3)8-9-20(18,23)30/h6-7,10,12-13,15,17,26-28,30-34H,8-9,11H2,1-5H3/t13-,15+,17+,18-,19-,20-,21-,22+,23+,24-,25+/m0/s1

Standard InChI Key:  NUCFRHFYUBHCAR-NHBGYLJKSA-N

Alternative Forms

1. Parent:

   

   ALA2273076

   [(1R,2R,3S,6S,7S,9S,10S,11S,12R,13R,15R)-2,6,9,11,13-pentahydroxy-15-(hydroxyamino)-3,7,10-trimethyl-11-propan-2-yl-14,16-dioxapentacyclo[7.6.1.01,6.07,13.010,15]hexadecan-12-yl] 1H-pyrrole-2-carboxylate

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: 524.57

Molecular Weight (Monoisotopic): 524.2370

AlogP: -0.27

#Rotatable Bonds: 4

Polar Surface Area: 193.96

Molecular Species: NEUTRAL

HBA: 11

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.47

CX Basic pKa: 1.92

CX LogP: 1.21

CX LogD: 1.21

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.19

Np Likeness Score: 1.93

References

1. Jefferies PR, Lehmberg E, Lam WW, Casida JE..  (1993)  Bioactive ryanoids from nucleophilic additions to 4,12-seco-4,12-dioxoryanodine.,  36  (9): [PMID:8387597] [10.1021/jm00061a003]

Source

Source(1):

• Scientific Literature