(4R)-4-[(1S,2S,7R,9R,10R,11S,14R,15R,16S)-5-{2-[2-({4-[(10S,11S,14R,15S,17R)-14-ethynyl-14-hydroxy-15-methyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1,6-dien-17-yl]phenyl}(methyl)amino)ethoxy]ethoxy}-9,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

ID: ALA2096804

Chembl Id: CHEMBL2096804

PubChem CID: 70697572

Max Phase: Preclinical

Molecular Formula: C55H77NO8

Molecular Weight: 880.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CCC4=C3[C@@H](c3ccc(N(C)CCOCCO[C@@H]4CC[C@@]5(C)[C@@H](C4)C[C@@H](O)[C@@H]4[C@@H]5C[C@H](O)[C@]5(C)[C@@H]([C@H](C)CCC(=O)O)CC[C@@H]45)cc3)C[C@@]21C

Standard InChI:  InChI=1S/C55H77NO8/c1-7-55(62)23-21-44-41-15-11-35-28-38(57)14-16-40(35)50(41)42(32-53(44,55)4)34-9-12-37(13-10-34)56(6)24-25-63-26-27-64-39-20-22-52(3)36(29-39)30-47(58)51-45-18-17-43(33(2)8-19-49(60)61)54(45,5)48(59)31-46(51)52/h1,9-10,12-13,28,33,36,39,41-48,51,58-59,62H,8,11,14-27,29-32H2,2-6H3,(H,60,61)/t33-,36+,39-,41+,42-,43-,44+,45+,46+,47-,48+,51+,52+,53+,54-,55+/m1/s1

Standard InChI Key:  AJRJLOHHFYPQDN-FPVIQMQWSA-N

Alternative Forms

1. Parent:

   

   ALA2096804

   (4R)-4-[(3R,5R,7R,8R,9S,10S,12S,13R,14S,17R)-3-[2-[2-[4-[(8S,11R,13S,14S,17R)-17-ethynyl-17-hydroxy-13-methyl-3-oxo-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-11-yl]-N-methylanilino]ethoxy]ethoxy]-7,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,

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: 880.22

Molecular Weight (Monoisotopic): 879.5649

AlogP: 8.89

#Rotatable Bonds: 13

Polar Surface Area: 136.76

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.48

CX Basic pKa: 3.18

CX LogP: 7.01

CX LogD: 4.37

Aromatic Rings: 1

Heavy Atoms: 64

QED Weighted: 0.11

Np Likeness Score: 1.48

References

1. von Geldern TW, Tu N, Kym PR, Link JT, Jae HS, Lai C, Apelqvist T, Rhonnstad P, Hagberg L, Koehler K, Grynfarb M, Goos-Nilsson A, Sandberg J, Osterlund M, Barkhem T, Höglund M, Wang J, Fung S, Wilcox D, Nguyen P, Jakob C, Hutchins C, Färnegårdh M, Kauppi B, Ohman L, Jacobson PB..  (2004)  Liver-selective glucocorticoid antagonists: a novel treatment for type 2 diabetes.,  47  (17): [PMID:15293993] [10.1021/jm0400045]

Source

Source(1):

• Scientific Literature