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(1R)-1-(fluoromethyl)-4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR)-3a-(2-(3-hydroxyoxetan-3-yl)ethylamino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)cyclohex-3-enecarboxylic acid

ID: ALA5280411

Chembl Id: CHEMBL5280411

Max Phase: Preclinical

Molecular Formula: C42H64FNO4

Molecular Weight: 665.98

Associated Items:

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CC[C@]2(NCCC3(O)COC3)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC=C(C6=CC[C@@](CF)(C(=O)O)CC6)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C42H64FNO4/c1-27(2)29-12-19-42(44-23-22-41(47)25-48-26-41)21-20-38(6)31(34(29)42)8-9-33-37(5)15-13-30(36(3,4)32(37)14-16-39(33,38)7)28-10-17-40(24-43,18-11-28)35(45)46/h10,13,29,31-34,44,47H,1,8-9,11-12,14-26H2,2-7H3,(H,45,46)/t29-,31+,32-,33+,34+,37-,38+,39+,40+,42-/m0/s1

Standard InChI Key:  AEUMUKJQPRBFHR-NLBOODOTSA-N

Alternative Forms

  1. Parent:

    ALA5280411

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Associated Targets(Human)

MT2 (2907 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Human immunodeficiency virus 1 (70413 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Calculated Properties

Molecular Weight: 665.98Molecular Weight (Monoisotopic): 665.4819AlogP: 8.82#Rotatable Bonds: 8
Polar Surface Area: 78.79Molecular Species: ZWITTERIONHBA: 4HBD: 3
#RO5 Violations: 2HBA (Lipinski): 5HBD (Lipinski): 3#RO5 Violations (Lipinski): 2
CX Acidic pKa: 4.33CX Basic pKa: 10.87CX LogP: 4.60CX LogD: 4.60
Aromatic Rings: Heavy Atoms: 48QED Weighted: 0.23Np Likeness Score: 1.89

References

1. Hartz RA, Xu L, Sit SY, Chen J, Venables BL, Lin Z, Zhang S, Li Z, Parker D, Simmons TS, Jenkins S, Hanumegowda UM, Dicker I, Krystal M, Meanwell NA, Regueiro-Ren A..  (2022)  Synthesis, Structure-Activity Relationships, and In Vivo Evaluation of Novel C-17 Amine Derivatives Based on GSK3640254 as HIV-1 Maturation Inhibitors with Broad Spectrum Activity.,  65  (23.0): [PMID:36441509] [10.1021/acs.jmedchem.2c01618]

Source