(1R,2S,5S,6R,7R,9S,10S,11S,12S,13E)-13-[(benzyloxy)imino]-2,6,9,11-tetrahydroxy-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: ALA2273094

Chembl Id: CHEMBL2273094

PubChem CID: 76327070

Max Phase: Preclinical

Molecular Formula: C32H40N2O9

Molecular Weight: 596.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@@]1(O)[C@@H](OC(=O)c2ccc[nH]2)/C(=N/OCc2ccccc2)[C@@]2(C)C[C@]3(O)O[C@]4(C(=O)[C@]13C)[C@H](O)[C@@H](C)CC[C@@]42O

Standard InChI:  InChI=1S/C32H40N2O9/c1-18(2)31(40)24(42-25(36)21-12-9-15-33-21)22(34-41-16-20-10-7-6-8-11-20)27(4)17-30(39)28(31,5)26(37)32(43-30)23(35)19(3)13-14-29(27,32)38/h6-12,15,18-19,23-24,33,35,38-40H,13-14,16-17H2,1-5H3/b34-22-/t19-,23+,24-,27+,28-,29-,30-,31+,32-/m0/s1

Standard InChI Key:  NLVNZOGYPDGMDP-MGBYNBLKSA-N

Alternative Forms

1. Parent:

   

   ALA2273094

   [(1R,2S,5S,6R,7R,9S,10S,11S,12S,13E)-2,6,9,11-tetrahydroxy-1,5,10-trimethyl-15-oxo-13-phenylmethoxyimino-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: 596.68

Molecular Weight (Monoisotopic): 596.2734

AlogP: 2.48

#Rotatable Bonds: 6

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: 1.52

CX LogP: 4.22

CX LogD: 4.22

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.25

Np Likeness Score: 1.14

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