ethyl 2-((S)-1-((S)-2-((S)-2-(tert-butoxycarbonylamino)propanamido)propanoyl)pyrrolidine-2-carbonyl)hydrazinecarboxylate

ID: ALA3272696

PubChem CID: 90677662

Max Phase: Preclinical

Molecular Formula: C19H33N5O7

Molecular Weight: 443.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)NNC(=O)[C@@H]1CCCN1C(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)OC(C)(C)C

Standard InChI:  InChI=1S/C19H33N5O7/c1-7-30-18(29)23-22-15(26)13-9-8-10-24(13)16(27)12(3)20-14(25)11(2)21-17(28)31-19(4,5)6/h11-13H,7-10H2,1-6H3,(H,20,25)(H,21,28)(H,22,26)(H,23,29)/t11-,12-,13-/m0/s1

Standard InChI Key:  HPCFONACHYWKMI-AVGNSLFASA-N

Molfile:  

     RDKit          2D

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    9.4149   -2.3806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5448   -3.5710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0369   -4.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3501   -4.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4329   -4.9021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0081   -5.6614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2927   -6.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4170   -3.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7772   -3.6630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8604   -6.8014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6018   -5.6159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8458   -3.1607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1444   -3.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1444   -4.3787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1551   -3.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2482   -2.3489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2482   -3.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5431   -2.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6486   -3.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8942   -5.9858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9495   -3.5710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7525   -4.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3480   -3.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1387   -7.1848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2700   -6.8624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5532   -7.2287    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8399   -7.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4458   -6.7515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7242   -7.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4746   -5.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7351   -6.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3 22  1  0
  8  1  1  0
  7 11  2  0
 17 21  1  0
 21 19  1  0
 26 10  1  0
 22  9  1  0
 12  2  1  0
 17 16  2  0
  6  3  1  0
 10 20  2  0
  2 17  1  0
 22  5  2  0
 25  7  1  0
 13 14  2  0
 13 12  1  0
 15 18  1  0
  7  6  1  0
 15  9  1  0
  8 13  1  1
 18  1  1  0
  9  8  1  0
  3  4  1  1
 19 23  1  0
 10 24  1  0
 25 26  1  0
 25 27  1  6
 24 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3272696

   tert-butyl N-[(2S)-1-[[(2S)-1-[(2S)-2-[(ethoxycarbonylamino)carbamoyl]pyrrolidin-1-yl]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]carbamate

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: 443.50

Molecular Weight (Monoisotopic): 443.2380

AlogP: 0.17

#Rotatable Bonds: 6

Polar Surface Area: 155.17

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.30

CX Basic pKa: ┄

CX LogP: -0.31

CX LogD: -0.31

Aromatic Rings: ┄

Heavy Atoms: 31

QED Weighted: 0.43

Np Likeness Score: -1.15

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