(S)-1-ethoxy-1-oxopropan-2-yl 2-((S)-2-acetamidopropanoyl)-1-methylhydrazinecarboxylate

ID: ALA3273001

PubChem CID: 90677916

Max Phase: Preclinical

Molecular Formula: C12H21N3O6

Molecular Weight: 303.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@H](C)OC(=O)N(C)NC(=O)[C@H](C)NC(C)=O

Standard InChI:  InChI=1S/C12H21N3O6/c1-6-20-11(18)8(3)21-12(19)15(5)14-10(17)7(2)13-9(4)16/h7-8H,6H2,1-5H3,(H,13,16)(H,14,17)/t7-,8-/m0/s1

Standard InChI Key:  UPTOOMASMCQWPN-YUMQZZPRSA-N

Molfile:  

     RDKit          2D

 21 20  0  0  0  0  0  0  0  0999 V2000
   10.6410   -3.4967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5131   -3.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9419   -3.0865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2406   -3.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2406   -4.3044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3443   -2.2746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3443   -3.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7447   -3.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0456   -3.4967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4441   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6399   -4.3139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7423   -2.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4452   -4.3019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1467   -3.0905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8523   -3.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5621   -3.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4728   -2.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8265   -3.5663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0994   -3.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4128   -3.6362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0591   -2.3770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  9  1  0
  9  8  1  0
  3  1  1  0
  7  6  2  0
  1  7  1  0
  4  5  2  0
  4  3  1  0
  2  4  1  0
  8 10  1  0
  1 11  1  0
  8 12  1  1
 10 13  2  0
 10 14  1  0
 14 15  1  0
 15 16  1  0
  2 17  1  1
  2 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3273001

   ethyl (2S)-2-[[[(2S)-2-acetamidopropanoyl]amino]-methylcarbamoyl]oxypropanoate

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: 303.31

Molecular Weight (Monoisotopic): 303.1430

AlogP: -0.44

#Rotatable Bonds: 5

Polar Surface Area: 114.04

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.14

CX Basic pKa: ┄

CX LogP: -0.76

CX LogD: -0.76

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.53

Np Likeness Score: -0.65

References

1. Dorn CP, Zimmerman M, Yang SS, Yurewicz EC, Ashe BM, Frankshun R, Jones H..  (1977)  Proteinase inhibitors. I. Inhibitors of elastase.,  20  (11): [PMID:915907] [10.1021/jm00221a020]

Source

Source(1):

• Scientific Literature