4-(((3R,4S)-3-(Aminomethyl)-4-((5-chloropyridin-2-yl)-sulfonyl)-3-hydroxypyrrolidin-1-yl)sulfonyl)-3-chlorobenzonitrile

ID: ALA4461475

Chembl Id: CHEMBL4461475

PubChem CID: 141756938

Max Phase: Preclinical

Molecular Formula: C17H16Cl2N4O5S2

Molecular Weight: 491.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(S(=O)(=O)N2C[C@H](S(=O)(=O)c3ccc(Cl)cn3)[C@@](O)(CN)C2)c(Cl)c1

Standard InChI:  InChI=1S/C17H16Cl2N4O5S2/c18-12-2-4-16(22-7-12)29(25,26)15-8-23(10-17(15,24)9-21)30(27,28)14-3-1-11(6-20)5-13(14)19/h1-5,7,15,24H,8-10,21H2/t15-,17+/m0/s1

Standard InChI Key:  WLVZWRUVPREQAW-DOTOQJQBSA-N

Alternative Forms

1. Parent:

   

   ALA4461475

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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: 491.38

Molecular Weight (Monoisotopic): 489.9939

AlogP: 0.80

#Rotatable Bonds: 5

Polar Surface Area: 154.45

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.90

CX Basic pKa: 8.35

CX LogP: 0.80

CX LogD: -0.19

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: -1.48

References

1. Pero JE, Matthews JM, Behm DJ, Brnardic EJ, Brooks C, Budzik BW, Costell MH, Donatelli CA, Eisennagel SH, Erhard K, Fischer MC, Holt DA, Jolivette LJ, Li H, Li P, McAtee JJ, McCleland BW, Pendrak I, Posobiec LM, Rivera KLK, Rivero RA, Roethke TJ, Sender MR, Shu A, Terrell LR, Vaidya K, Xu X, Lawhorn BG..  (2018)  Design and Optimization of Sulfone Pyrrolidine Sulfonamide Antagonists of Transient Receptor Potential Vanilloid-4 with in Vivo Activity in a Pulmonary Edema Model.,  61  (24): [PMID:30500190] [10.1021/acs.jmedchem.8b01344]

Source

Source(1):

• Scientific Literature