2-chloro-4-((3aS,4R)-4-hydroxy-1,1,3-trioxo-tetrahydro-1lambda6-thia-2,6a-diaza-pentalen-2-yl)-3-methyl-benzonitrile

ID: ALA233773

Chembl Id: CHEMBL233773

PubChem CID: 11382272

Max Phase: Preclinical

Molecular Formula: C13H12ClN3O4S

Molecular Weight: 341.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(N2C(=O)[C@@H]3[C@H](O)CCN3S2(=O)=O)ccc(C#N)c1Cl

Standard InChI:  InChI=1S/C13H12ClN3O4S/c1-7-9(3-2-8(6-15)11(7)14)17-13(19)12-10(18)4-5-16(12)22(17,20)21/h2-3,10,12,18H,4-5H2,1H3/t10-,12+/m1/s1

Standard InChI Key:  HUVHMQXDGTUBFP-PWSUYJOCSA-N

Alternative Forms

1. Parent:

   

   ALA233773

   4-[(3aS,4R)-4-Hydroxy-1,1,3-trioxohexahydrothia-2,6a-diazapentalen-2-yl]-2-chloro-3-methylbenzonitrile

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: 341.78

Molecular Weight (Monoisotopic): 341.0237

AlogP: 0.55

#Rotatable Bonds: 1

Polar Surface Area: 101.71

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.15

CX Basic pKa: ┄

CX LogP: 0.47

CX LogD: 0.46

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.80

Np Likeness Score: -0.47

References

1. Manfredi MC, Bi Y, Nirschl AA, Sutton JC, Seethala R, Golla R, Beehler BC, Sleph PG, Grover GJ, Ostrowski J, Hamann LG..  (2007)  Synthesis and SAR of tetrahydropyrrolo[1,2-b][1,2,5]thiadiazol-2(3H)-one 1,1-dioxide analogues as highly potent selective androgen receptor modulators.,  17  (16): [PMID:17574413] [10.1016/j.bmcl.2007.06.007]

2. Mohler ML, Bohl CE, Jones A, Coss CC, Narayanan R, He Y, Hwang DJ, Dalton JT, Miller DD..  (2009)  Nonsteroidal selective androgen receptor modulators (SARMs): dissociating the anabolic and androgenic activities of the androgen receptor for therapeutic benefit.,  52  (12): [PMID:19432422] [10.1021/jm900280m]

3. Xiang W, Wang S..  (2022)  Therapeutic Strategies to Target the Androgen Receptor.,  65  (13.0): [PMID:35786895] [10.1021/acs.jmedchem.2c00716]

Source

Source(1):

• Scientific Literature