(1R,3S,Z)-5-((E)-2-((3aS,7aS)-3-((R,E)-4-(tert-butylsulfonyl)but-3-en-2-yl)-3a-methyl-3a,4,5,6-tetrahydro-1H-inden-7(7aH)-ylidene)ethylidene)-4-methylenecyclohexane-1,3-diol

ID: ALA4797263

PubChem CID: 162674867

Max Phase: Preclinical

Molecular Formula: C27H40O4S

Molecular Weight: 460.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1/C(=C\C=C2/CCC[C@]3(C)C([C@H](C)/C=C/S(=O)(=O)C(C)(C)C)=CC[C@@H]23)C[C@@H](O)C[C@@H]1O

Standard InChI:  InChI=1S/C27H40O4S/c1-18(13-15-32(30,31)26(3,4)5)23-11-12-24-20(8-7-14-27(23,24)6)9-10-21-16-22(28)17-25(29)19(21)2/h9-11,13,15,18,22,24-25,28-29H,2,7-8,12,14,16-17H2,1,3-6H3/b15-13+,20-9+,21-10-/t18-,22-,24+,25+,27-/m1/s1

Standard InChI Key:  VNDXMPVNMHPPQQ-MCFPNGIOSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4797263

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 460.68

Molecular Weight (Monoisotopic): 460.2647

AlogP: 5.41

#Rotatable Bonds: 4

Polar Surface Area: 74.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.33

CX LogD: 3.33

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.55

Np Likeness Score: 1.92

References

1. Mäder P,Kattner L.  (2020)  Sulfoximines as Rising Stars in Modern Drug Discovery? Current Status and Perspective on an Emerging Functional Group in Medicinal Chemistry.,  63  (23.0): [PMID:32870008] [10.1021/acs.jmedchem.0c00960]

2. Bruno, Robert D RD and Njar, Vincent C O VC.  2007-08-01  Targeting cytochrome P450 enzymes: a new approach in anti-cancer drug development.  [PMID:17544277]

3. Taban, Ismail M IM, Zhu, Jinge J, DeLuca, Hector F HF and Simons, Claire C.  2017-08-01  Synthesis, molecular modelling and CYP24A1 inhibitory activity of novel of (E)-N-(2-(1H-imidazol-1-yl)-2-(phenylethyl)-3/4-styrylbenzamides.  [PMID:28601511]

Source

Source(1):

• Scientific Literature