(1R,2R,3S,6S,7S,9S,10R,11S,12R,13R,15R)-2,6,9,11,15-pentahydroxy-13-(methoxyamino)-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: ALA2273083

Chembl Id: CHEMBL2273083

PubChem CID: 76308933

Max Phase: Preclinical

Molecular Formula: C26H38N2O10

Molecular Weight: 538.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CON[C@@]12O[C@@]3(O)[C@]45O[C@@](O)(C[C@@]1(C)[C@@]4(O)CC[C@H](C)[C@H]5O)[C@@]3(C)[C@@](O)(C(C)C)[C@H]2OC(=O)c1ccc[nH]1

Standard InChI:  InChI=1S/C26H38N2O10/c1-13(2)23(33)18(36-17(30)15-8-7-11-27-15)25(28-35-6)19(4)12-22(32)20(23,5)26(34,38-25)24(37-22)16(29)14(3)9-10-21(19,24)31/h7-8,11,13-14,16,18,27-29,31-34H,9-10,12H2,1-6H3/t14-,16+,18+,19-,20-,21-,22-,23+,24+,25-,26+/m0/s1

Standard InChI Key:  FCDOQMNGFKOKBR-AOLJZCDASA-N

Alternative Forms

1. Parent:

   

   ALA2273083

   [(1R,2R,3S,6S,7S,9S,10R,11S,12R,13R,15R)-2,6,9,11,15-pentahydroxy-13-(methoxyamino)-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: 538.59

Molecular Weight (Monoisotopic): 538.2526

AlogP: -0.10

#Rotatable Bonds: 5

Polar Surface Area: 182.96

Molecular Species: NEUTRAL

HBA: 11

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.19

CX Basic pKa: 2.40

CX LogP: 1.59

CX LogD: 1.59

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.20

Np Likeness Score: 1.83

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