(1R,2R,3S,6S,7R,9S,10R,11S,12S,13R,15R)-2,6,9,11,15-pentahydroxy-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: ALA2273081

Chembl Id: CHEMBL2273081

PubChem CID: 76319856

Max Phase: Preclinical

Molecular Formula: C25H35NO9

Molecular Weight: 493.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@@]1(O)[C@@H](OC(=O)c2ccc[nH]2)[C@@H]2O[C@@]3(O)[C@]45O[C@@](O)(C[C@@]2(C)[C@@]4(O)CC[C@H](C)[C@H]5O)[C@]31C

Standard InChI:  InChI=1S/C25H35NO9/c1-12(2)23(31)17(33-18(28)14-7-6-10-26-14)16-19(4)11-22(30)20(23,5)25(32,34-16)24(35-22)15(27)13(3)8-9-21(19,24)29/h6-7,10,12-13,15-17,26-27,29-32H,8-9,11H2,1-5H3/t13-,15+,16-,17-,19+,20-,21-,22-,23+,24+,25+/m0/s1

Standard InChI Key:  IGWPDMQETVRXIG-FWIOGIKVSA-N

Alternative Forms

1. Parent:

   

   ALA2273081

   [(1R,2R,3S,6S,7R,9S,10R,11S,12S,13R,15R)-2,6,9,11,15-pentahydroxy-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: 493.55

Molecular Weight (Monoisotopic): 493.2312

AlogP: 0.42

#Rotatable Bonds: 3

Polar Surface Area: 161.70

Molecular Species: NEUTRAL

HBA: 9

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.22

CX Basic pKa: ┄

CX LogP: 1.40

CX LogD: 1.40

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.33

Np Likeness Score: 1.99

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