(S)-1-(benzyloxy)-1-oxopropan-2-yl 2-((S)-1-((S)-2-((S)-2-acetamidopropanamido)propanoyl)pyrrolidine-2-carbonyl)-1-methylhydrazinecarboxylate

Names and Identifiers

Canonical SMILES: CC(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)NN(C)C(=O)O[C@@H](C)C(=O)OCc1ccccc1

Standard InChI: InChI=1S/C25H35N5O8/c1-15(26-18(4)31)21(32)27-16(2)23(34)30-13-9-12-20(30)22(33)28-29(5)25(36)38-17(3)24(35)37-14-19-10-7-6-8-11-19/h6-8,10-11,15-17,20H,9,12-14H2,1-5H3,(H,26,31)(H,27,32)(H,28,33)/t15-,16-,17-,20-/m0/s1

Standard InChI Key: INBXPBMMTPYQMQ-BOSXTWCSSA-N

Molfile:

     RDKit          2D

 38 39  0  0  0  0  0  0  0  0999 V2000
    8.0491   -3.0220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5411   -4.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8543   -3.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9372   -4.3532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5123   -5.1125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7969   -5.4986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3646   -6.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1061   -5.0670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3500   -2.6118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6487   -3.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6487   -3.8297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7524   -1.8000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7524   -2.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1528   -2.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3985   -5.4369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4537   -3.0220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2568   -3.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8522   -3.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6429   -6.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0480   -3.8392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1504   -1.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8533   -3.8273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5548   -2.6158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2604   -3.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9702   -2.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7646   -6.3272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0574   -6.6798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4510   -6.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2839   -3.1149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9212   -2.6487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6748   -1.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8851   -1.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6436   -2.6528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6723   -3.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3816   -2.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3861   -1.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6755   -1.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9691   -1.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2 17  1  0
  6  8  2  0
 13 16  1  0
 16 14  1  0
 27  7  1  0
 17 29  1  0
  9  1  1  0
 13 12  2  0
  5  2  1  0
  7 15  2  0
  1 13  1  0
 17  4  2  0
 26  6  1  0
 10 11  2  0
 10  9  1  0
  6  5  1  0
 30 10  1  1
  2  3  1  1
 14 18  1  0
  7 19  1  0
  1 20  1  0
 14 21  1  1
 18 22  2  0
 18 23  1  0
 23 24  1  0
 24 25  1  0
 26 27  1  0
 26 28  1  6
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 29  1  0
 25 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 25  1  0
M  END

Alternative Forms

Parent:

ALA3273002
benzyl (2S)-2-[[[(2S)-1-[(2S)-2-[[(2S)-2-acetamidopropanoyl]amino]propanoyl]pyrrolidine-2-carbonyl]amino]-methylcarbamoyl]oxypropanoate

Associated Targets(Human)

ELANE Tclin Leukocyte elastase (8173 Activities)

Discover Target: ELANE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

CELA2A Pancreatic elastase (395 Activities)

Discover Target: CELA2A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 533.58	Molecular Weight (Monoisotopic): 533.2486	AlogP: 0.24	#Rotatable Bonds: 9
Polar Surface Area: 163.45	Molecular Species: NEUTRAL	HBA: 8	HBD: 3
#RO5 Violations: 1	HBA (Lipinski): 13	HBD (Lipinski): 3	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 10.10	CX Basic pKa: ┄	CX LogP: -0.20	CX LogD: -0.20
Aromatic Rings: 1	Heavy Atoms: 38	QED Weighted: 0.30	Np Likeness Score: -0.70

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