tert-butyl 4-((3R,5R)-5-(hydroxycarbamoyl)-1-(4-methoxyphenylsulfonyl)pyrrolidin-3-ylamino)-4-oxobutylcarbamate

ID: ALA4741120

PubChem CID: 162646347

Max Phase: Preclinical

Molecular Formula: C21H32N4O8S

Molecular Weight: 500.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N2C[C@H](NC(=O)CCCNC(=O)OC(C)(C)C)C[C@@H]2C(=O)NO)cc1

Standard InChI:  InChI=1S/C21H32N4O8S/c1-21(2,3)33-20(28)22-11-5-6-18(26)23-14-12-17(19(27)24-29)25(13-14)34(30,31)16-9-7-15(32-4)8-10-16/h7-10,14,17,29H,5-6,11-13H2,1-4H3,(H,22,28)(H,23,26)(H,24,27)/t14-,17-/m1/s1

Standard InChI Key:  IYEPBSCIHLVZSQ-RHSMWYFYSA-N

Molfile:  

 
     RDKit          2D

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   26.1088   -4.4326    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.8233   -4.8416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   24.1903   -7.0882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   20.6196   -2.6992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9078   -2.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9078   -1.4652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   18.4883   -2.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7764   -2.6992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4883   -1.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7718   -1.8738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 31 33  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741120

   ---

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: 500.57

Molecular Weight (Monoisotopic): 500.1941

AlogP: 0.75

#Rotatable Bonds: 9

Polar Surface Area: 163.37

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.71

CX Basic pKa: ┄

CX LogP: -0.19

CX LogD: -0.21

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.22

Np Likeness Score: -1.25

References

1. Lenci E,Contini A,Trabocchi A.  (2020)  Discovery of a d-pro-lys peptidomimetic inhibitor of MMP9: Addressing the gelatinase selectivity beyond S1' subsite.,  30  (20.0): [PMID:32768649] [10.1016/j.bmcl.2020.127467]

Source

Source(1):

• Scientific Literature