trans-2-hydroxycyclopentyl 4-(hydroxycarbamoyl)-4-((4-o-tolylpiperidin-1-ylsulfonyl)methyl)piperidine-1-carboxylate

ID: ALA442432

PubChem CID: 44447430

Product Number: H608994, Order Now?

Max Phase: Preclinical

Molecular Formula: C25H37N3O7S

Molecular Weight: 523.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccccc1C1CCN(S(=O)(=O)CC2(C(=O)NO)CCN(C(=O)OC3CCCC3O)CC2)CC1

Standard InChI:  InChI=1S/C25H37N3O7S/c1-18-5-2-3-6-20(18)19-9-13-28(14-10-19)36(33,34)17-25(23(30)26-32)11-15-27(16-12-25)24(31)35-22-8-4-7-21(22)29/h2-3,5-6,19,21-22,29,32H,4,7-17H2,1H3,(H,26,30)

Standard InChI Key:  JRYQAIVHIZIBOQ-UHFFFAOYSA-N

Molfile:  

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  1  2  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA442432

   (2-hydroxycyclopentyl) 4-(hydroxycarbamoyl)-4-[[4-(2-methylphenyl)piperidin-1-yl]sulfonylmethyl]piperidine-1-carboxylate

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: 523.65

Molecular Weight (Monoisotopic): 523.2352

AlogP: 2.14

#Rotatable Bonds: 6

Polar Surface Area: 136.48

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.82

CX Basic pKa: ┄

CX LogP: 1.22

CX LogD: 1.21

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.38

Np Likeness Score: -0.42

References

1. Burns DM, He C, Li Y, Scherle P, Liu X, Marando CA, Covington MB, Yang G, Pan M, Turner S, Fridman JS, Hollis G, Vaddi K, Yeleswaram S, Newton R, Friedman S, Metcalf B, Yao W..  (2008)  Conversion of an MMP-potent scaffold to an MMP-selective HER-2 sheddase inhibitor via scaffold hybridization and subtle P1' permutations.,  18  (2): [PMID:18068976] [10.1016/j.bmcl.2007.11.086]

Source

Source(1):

• Scientific Literature