[(4-{[(S)-1-{(S)-1-Carbamoyl-2-[4-(difluoro-phosphono-methyl)-phenyl]-ethylcarbamoyl}-2-(4-hydroxy-phenyl)-ethylcarbamoyl]-methyl}-phenyl)-difluoro-methyl]-phosphonic acid

ID: ALA3818452

PubChem CID: 127051219

Max Phase: Preclinical

Molecular Formula: C28H29F4N3O10P2

Molecular Weight: 705.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)[C@H](Cc1ccc(C(F)(F)P(=O)(O)O)cc1)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)Cc1ccc(C(F)(F)P(=O)(O)O)cc1

Standard InChI:  InChI=1S/C28H29F4N3O10P2/c29-27(30,46(40,41)42)19-7-1-16(2-8-19)13-22(25(33)38)35-26(39)23(14-17-5-11-21(36)12-6-17)34-24(37)15-18-3-9-20(10-4-18)28(31,32)47(43,44)45/h1-12,22-23,36H,13-15H2,(H2,33,38)(H,34,37)(H,35,39)(H2,40,41,42)(H2,43,44,45)/t22-,23-/m0/s1

Standard InChI Key:  UVMSRZSQDQTMKV-GOTSBHOMSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3818452

   ---

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: 705.49

Molecular Weight (Monoisotopic): 705.1264

AlogP: 2.33

#Rotatable Bonds: 14

Polar Surface Area: 236.58

Molecular Species: ACID

HBA: 6

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.19

CX Basic pKa: ┄

CX LogP: 1.49

CX LogD: -4.03

Aromatic Rings: 3

Heavy Atoms: 47

QED Weighted: 0.09

Np Likeness Score: -0.16

References

1. Li X, Wang L, Shi D..  (2016)  The design strategy of selective PTP1B inhibitors over TCPTP.,  24  (16): [PMID:27353889] [10.1016/j.bmc.2016.06.035]

Source

Source(1):

• Scientific Literature