(S)-1-((R)-2-amino-3-phenylpropanoyl)-N-((1-carbamimidoylpiperidin-4-yl)methyl)pyrrolidine-2-carboxamide

ID: ALA4741823

PubChem CID: 9843969

Max Phase: Preclinical

Molecular Formula: C21H32N6O2

Molecular Weight: 400.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N=C(N)N1CCC(CNC(=O)[C@@H]2CCCN2C(=O)[C@H](N)Cc2ccccc2)CC1

Standard InChI:  InChI=1S/C21H32N6O2/c22-17(13-15-5-2-1-3-6-15)20(29)27-10-4-7-18(27)19(28)25-14-16-8-11-26(12-9-16)21(23)24/h1-3,5-6,16-18H,4,7-14,22H2,(H3,23,24)(H,25,28)/t17-,18+/m1/s1

Standard InChI Key:  MQLNFLUDIXFKTN-MSOLQXFVSA-N

Molfile:  

 
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    8.6179  -10.8288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3404  -14.4978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0484  -14.9066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   10.7553  -13.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3422  -16.1333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7576  -16.1315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4741823

   (2~{S})-1-[(2~{R})-2-azanyl-3-phenyl-propanoyl]-~{N}-[(1-carbamimidoylpiperidin-4-yl)methyl]pyrrolidine-2-carboxamide

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: 400.53

Molecular Weight (Monoisotopic): 400.2587

AlogP: 0.27

#Rotatable Bonds: 6

Polar Surface Area: 128.54

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 12.13

CX LogP: -0.17

CX LogD: -3.06

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.40

Np Likeness Score: -0.64

References

1. Sandner A,Ngo K,Schiebel J,Pizarroso AIM,Schmidt L,Wenzel B,Steinmetzer T,Ostermann A,Heine A,Klebe G.  (2021)  How a Fragment Draws Attention to Selectivity Discriminating Features between the Related Proteases Trypsin and Thrombin.,  64  (3.0): [PMID:33471524] [10.1021/acs.jmedchem.0c01809]

Source

Source(1):

• Scientific Literature