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

ID: ALA2273093

Chembl Id: CHEMBL2273093

PubChem CID: 76327069

Max Phase: Preclinical

Molecular Formula: C26H36N2O9

Molecular Weight: 520.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C1/[C@H](OC(=O)c2ccc[nH]2)[C@](O)(C(C)C)[C@@]2(C)C(=O)[C@]34O[C@@]2(O)C[C@@]1(C)[C@@]3(O)CC[C@H](C)[C@H]4O

Standard InChI:  InChI=1S/C26H36N2O9/c1-13(2)25(34)18(36-19(30)15-8-7-11-27-15)16(28-35-6)21(4)12-24(33)22(25,5)20(31)26(37-24)17(29)14(3)9-10-23(21,26)32/h7-8,11,13-14,17-18,27,29,32-34H,9-10,12H2,1-6H3/b28-16-/t14-,17+,18-,21+,22-,23-,24-,25+,26-/m0/s1

Standard InChI Key:  KAKRSEIFUVUIKQ-YGGSAZNGSA-N

Alternative Forms

1. Parent:

   

   ALA2273093

   [(1R,2S,5S,6R,7R,9S,10S,11S,12S,13E)-2,6,9,11-tetrahydroxy-13-methoxyimino-1,5,10-trimethyl-15-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: 520.58

Molecular Weight (Monoisotopic): 520.2421

AlogP: 0.91

#Rotatable Bonds: 4

Polar Surface Area: 170.90

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.29

CX Basic pKa: 1.56

CX LogP: 2.50

CX LogD: 2.50

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.29

Np Likeness Score: 1.46

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