(S)-3-amino-4-(4-((2-((2,4-dihydroxyphenyl)sulfonyl)isoindolin-5-yl)amino)piperidin-1-yl)-4-oxobutanamide

ID: ALA4103350

Chembl Id: CHEMBL4103350

PubChem CID: 134561155

Max Phase: Preclinical

Molecular Formula: C23H29N5O6S

Molecular Weight: 503.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)C[C@H](N)C(=O)N1CCC(Nc2ccc3c(c2)CN(S(=O)(=O)c2ccc(O)cc2O)C3)CC1

Standard InChI:  InChI=1S/C23H29N5O6S/c24-19(11-22(25)31)23(32)27-7-5-16(6-8-27)26-17-2-1-14-12-28(13-15(14)9-17)35(33,34)21-4-3-18(29)10-20(21)30/h1-4,9-10,16,19,26,29-30H,5-8,11-13,24H2,(H2,25,31)/t19-/m0/s1

Standard InChI Key:  UDNJJABYGHGSGZ-IBGZPJMESA-N

Alternative Forms

1. Parent:

   

   ALA4103350

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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: 503.58

Molecular Weight (Monoisotopic): 503.1839

AlogP: 0.41

#Rotatable Bonds: 7

Polar Surface Area: 179.29

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 6.89

CX Basic pKa: 7.52

CX LogP: -1.83

CX LogD: -1.83

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.36

Np Likeness Score: -0.87

References

1. Tso SC, Lou M, Wu CY, Gui WJ, Chuang JL, Morlock LK, Williams NS, Wynn RM, Qi X, Chuang DT..  (2017)  Development of Dihydroxyphenyl Sulfonylisoindoline Derivatives as Liver-Targeting Pyruvate Dehydrogenase Kinase Inhibitors.,  60  (3): [PMID:28085286] [10.1021/acs.jmedchem.6b01540]

Source

Source(1):

• Scientific Literature