4-((S)-2-acetamido-3-(1-((S)-1,4-diamino-1,4-dioxobutan-2-ylcarbamoyl)cyclohexylamino)-3-oxopropyl)phenyl dihydrogen phosphate

ID: ALA3297744

Chembl Id: CHEMBL3297744

PubChem CID: 53470406

Max Phase: Preclinical

Molecular Formula: C22H32N5O9P

Molecular Weight: 541.50

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](Cc1ccc(OP(=O)(O)O)cc1)C(=O)NC1(C(=O)N[C@@H](CC(N)=O)C(N)=O)CCCCC1

Standard InChI:  InChI=1S/C22H32N5O9P/c1-13(28)25-17(11-14-5-7-15(8-6-14)36-37(33,34)35)20(31)27-22(9-3-2-4-10-22)21(32)26-16(19(24)30)12-18(23)29/h5-8,16-17H,2-4,9-12H2,1H3,(H2,23,29)(H2,24,30)(H,25,28)(H,26,32)(H,27,31)(H2,33,34,35)/t16-,17-/m0/s1

Standard InChI Key:  DXPSJWLTUOGAOQ-IRXDYDNUSA-N

Alternative Forms

1. Parent:

   

   ALA3297744

   Ac-Tyr(PO3H2)-Ac6c-Asn-NH2

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 541.50

Molecular Weight (Monoisotopic): 541.1938

AlogP: -1.13

#Rotatable Bonds: 12

Polar Surface Area: 240.24

Molecular Species: ACID

HBA: 7

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.79

CX Basic pKa: 1.79

CX LogP: -1.93

CX LogD: -5.04

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.16

Np Likeness Score: -0.02

References

1. Myslinski JM, Clements JH, Martin SF..  (2014)  Protein-ligand interactions: probing the energetics of a putative cation-π interaction.,  24  (14): [PMID:24856058] [10.1016/j.bmcl.2014.04.114]

2. Cramer DL,Cheng B,Tian J,Clements JH,Wypych RM,Martin SF.  (2020)  Some thermodynamic effects of varying nonpolar surfaces in protein-ligand interactions.,  208  [PMID:32916312] [10.1016/j.ejmech.2020.112771]

Source

Source(1):

• Scientific Literature