(1S,2R,3S,6S,7S,9S,10R,11S,12R,13R,15R)-2,6,9,11-tetrahydroxy-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: ALA2273090

Chembl Id: CHEMBL2273090

PubChem CID: 76327068

Max Phase: Preclinical

Molecular Formula: C26H38N2O9

Molecular Weight: 522.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CON[C@@]12O[C@H]3[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/C26H38N2O9/c1-13(2)24(33)19(35-17(30)15-8-7-11-27-15)26(28-34-6)20(4)12-23(32)21(24,5)18(36-26)25(37-23)16(29)14(3)9-10-22(20,25)31/h7-8,11,13-14,16,18-19,27-29,31-33H,9-10,12H2,1-6H3/t14-,16+,18+,19+,20-,21-,22-,23-,24+,25-,26-/m0/s1

Standard InChI Key:  GRRJLODUCLBTAA-DDDMDWNMSA-N

Alternative Forms

1. Parent:

   

   ALA2273090

   [(1S,2R,3S,6S,7S,9S,10R,11S,12R,13R,15R)-2,6,9,11-tetrahydroxy-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: 522.60

Molecular Weight (Monoisotopic): 522.2577

AlogP: 0.58

#Rotatable Bonds: 5

Polar Surface Area: 162.73

Molecular Species: NEUTRAL

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.40

CX Basic pKa: 2.83

CX LogP: 1.78

CX LogD: 1.78

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.24

Np Likeness Score: 1.61

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