(1R,2R,6S,7S,9S,10R,11S,12R,13R,15R)-13-hydrazinyl-2,6,9,11,15-pentahydroxy-7,10-dimethyl-3-methylidene-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: ALA2273085

Chembl Id: CHEMBL2273085

PubChem CID: 76334325

Max Phase: Preclinical

Molecular Formula: C25H35N3O9

Molecular Weight: 521.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1CC[C@]2(O)[C@]3(C)C[C@]4(O)O[C@@]2([C@@H]1O)[C@]1(O)O[C@@]3(NN)[C@H](OC(=O)c2ccc[nH]2)[C@](O)(C(C)C)[C@@]14C

Standard InChI:  InChI=1S/C25H35N3O9/c1-12(2)22(33)17(35-16(30)14-7-6-10-27-14)24(28-26)18(4)11-21(32)19(22,5)25(34,37-24)23(36-21)15(29)13(3)8-9-20(18,23)31/h6-7,10,12,15,17,27-29,31-34H,3,8-9,11,26H2,1-2,4-5H3/t15-,17-,18+,19+,20+,21+,22-,23-,24+,25-/m1/s1

Standard InChI Key:  KVYZBHOYOTVZME-GIFKPFRPSA-N

Alternative Forms

1. Parent:

   

   ALA2273085

   [(1R,2R,6S,7S,9S,10R,11S,12R,13R,15R)-13-hydrazinyl-2,6,9,11,15-pentahydroxy-7,10-dimethyl-3-methylidene-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: 521.57

Molecular Weight (Monoisotopic): 521.2373

AlogP: -0.86

#Rotatable Bonds: 4

Polar Surface Area: 199.75

Molecular Species: NEUTRAL

HBA: 11

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.18

CX Basic pKa: 4.59

CX LogP: 0.65

CX LogD: 0.65

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.11

Np Likeness Score: 1.86

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