(1R,2R,3S,6S,7S,9S,10S,11S,12R,13S,14R)-2,6,9,11,13,14-hexahydroxy-7,10-dimethyl-11-(propan-2-yl)-3-[(propylsulfanyl)methyl]-15-oxapentacyclo[7.5.1.0^{1,6}.0^{7,13}.0^{10,14}]pentadecan-12-yl 1H-pyrrole-2-carboxylate

ID: ALA2273096

Chembl Id: CHEMBL2273096

PubChem CID: 76312625

Max Phase: Preclinical

Molecular Formula: C28H41NO9S

Molecular Weight: 567.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCSC[C@H]1CC[C@]2(O)[C@]3(C)C[C@]4(O)O[C@@]2([C@@H]1O)[C@]1(O)[C@@]3(O)[C@H](OC(=O)c2ccc[nH]2)[C@](O)(C(C)C)[C@@]14C

Standard InChI:  InChI=1S/C28H41NO9S/c1-6-12-39-13-16-9-10-23(32)21(4)14-24(33)22(5)25(34,15(2)3)20(37-19(31)17-8-7-11-29-17)26(21,35)28(22,36)27(23,38-24)18(16)30/h7-8,11,15-16,18,20,29-30,32-36H,6,9-10,12-14H2,1-5H3/t16-,18-,20-,21+,22+,23+,24+,25-,26-,27-,28-/m1/s1

Standard InChI Key:  FPCQDTRZBPKWQJ-KJJZCTHYSA-N

Alternative Forms

1. Parent:

   

   ALA2273096

   [(1R,2R,3S,6S,7S,9S,10S,11S,12R,13S,14R)-2,6,9,11,13,14-hexahydroxy-7,10-dimethyl-11-propan-2-yl-3-(propylsulfanylmethyl)-15-oxapentacyclo[7.5.1.01,6.07,13.010,14]pentadecan-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: 567.70

Molecular Weight (Monoisotopic): 567.2502

AlogP: 0.94

#Rotatable Bonds: 7

Polar Surface Area: 172.70

Molecular Species: NEUTRAL

HBA: 10

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.22

CX Basic pKa: ┄

CX LogP: 1.12

CX LogD: 1.12

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.19

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