(S)-3-(3-(5-guanidinopentyl)ureido)-2-((S)-1-(phenylsulfonyl)pyrrolidine-2-carboxamido)propanoic acid

ID: ALA4758256

PubChem CID: 131965410

Max Phase: Preclinical

Molecular Formula: C21H33N7O6S

Molecular Weight: 511.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N=C(N)NCCCCCNC(=O)NC[C@H](NC(=O)[C@@H]1CCCN1S(=O)(=O)c1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C21H33N7O6S/c22-20(23)24-11-5-2-6-12-25-21(32)26-14-16(19(30)31)27-18(29)17-10-7-13-28(17)35(33,34)15-8-3-1-4-9-15/h1,3-4,8-9,16-17H,2,5-7,10-14H2,(H,27,29)(H,30,31)(H4,22,23,24)(H2,25,26,32)/t16-,17-/m0/s1

Standard InChI Key:  ZEDVVTNZWFMRKR-IRXDYDNUSA-N

Molfile:  

 
     RDKit          2D

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   20.1523   -3.0094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5289   -4.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 26 27  1  0
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 35 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4758256

   ---

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: 511.61

Molecular Weight (Monoisotopic): 511.2213

AlogP: -0.64

#Rotatable Bonds: 13

Polar Surface Area: 206.81

Molecular Species: ZWITTERION

HBA: 6

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.27

CX Basic pKa: 12.03

CX LogP: -2.61

CX LogD: -2.61

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.10

Np Likeness Score: -0.97

References

1. Sundaram A,Chen C,Isik Reed N,Liu S,Ki Yeon S,McIntosh J,Tang YZ,Yang H,Adler M,Beresis R,Seiple IB,Sheppard D,DeGrado WF,Jo H.  (2020)  Dual antagonists of α5β1/αvβ1 integrin for airway hyperresponsiveness.,  30  (22): [PMID:33007395] [10.1016/j.bmcl.2020.127578]

Source

Source(1):

• Scientific Literature