(1S,2S,5S,6R,7R,9S,10R,11S,12R,15Z)-2,6,9,11-tetrahydroxy-15-(hydroxyimino)-1,5,10-trimethyl-13-oxo-11-(propan-2-yl)-8-oxatetracyclo[7.4.1.1^{7,10}.0^{2,7}]pentadecan-12-yl 1H-pyrrole-2-carboxylate

ID: ALA2273091

Chembl Id: CHEMBL2273091

PubChem CID: 76316130

Max Phase: Preclinical

Molecular Formula: C25H34N2O9

Molecular Weight: 506.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@@]1(O)[C@@H](OC(=O)c2ccc[nH]2)C(=O)[C@@]2(C)C[C@]3(O)O[C@]4(/C(=N\O)[C@]13C)[C@H](O)[C@@H](C)CC[C@@]42O

Standard InChI:  InChI=1S/C25H34N2O9/c1-12(2)24(33)17(35-18(30)14-7-6-10-26-14)16(29)20(4)11-23(32)21(24,5)19(27-34)25(36-23)15(28)13(3)8-9-22(20,25)31/h6-7,10,12-13,15,17,26,28,31-34H,8-9,11H2,1-5H3/b27-19-/t13-,15+,17-,20+,21-,22-,23-,24+,25-/m0/s1

Standard InChI Key:  CDMCIBBWQBUZLK-PMFKMTOYSA-N

Alternative Forms

1. Parent:

   

   ALA2273091

   [(1S,2S,5S,6R,7R,9S,10R,11S,12R,15Z)-2,6,9,11-tetrahydroxy-15-hydroxyimino-1,5,10-trimethyl-13-oxo-11-propan-2-yl-8-oxatetracyclo[7.4.1.17,10.02,7]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: 506.55

Molecular Weight (Monoisotopic): 506.2264

AlogP: 0.74

#Rotatable Bonds: 3

Polar Surface Area: 181.90

Molecular Species: NEUTRAL

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.15

CX Basic pKa: ┄

CX LogP: 2.12

CX LogD: 2.11

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.20

Np Likeness Score: 1.57

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