[1-(1-{1-Benzyl-2-hydroxy-3-[1-(3-methyl-butylcarbamoyl)-ethylcarbamoyl]-propylcarbamoyl}-2-methyl-propylcarbamoyl)-2-methyl-propyl]-carbamic acid tert-butyl ester

ID: ALA3392096

PubChem CID: 118725172

Max Phase: Preclinical

Molecular Formula: C34H57N5O7

Molecular Weight: 647.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCNC(=O)[C@H](C)NC(=O)C[C@H](O)[C@H](Cc1ccccc1)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)C)C(C)C

Standard InChI:  InChI=1S/C34H57N5O7/c1-20(2)16-17-35-30(42)23(7)36-27(41)19-26(40)25(18-24-14-12-11-13-15-24)37-31(43)28(21(3)4)38-32(44)29(22(5)6)39-33(45)46-34(8,9)10/h11-15,20-23,25-26,28-29,40H,16-19H2,1-10H3,(H,35,42)(H,36,41)(H,37,43)(H,38,44)(H,39,45)/t23-,25-,26-,28-,29-/m0/s1

Standard InChI Key:  DTDQTTSGSTUIBM-LMKNWFJESA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3392096

   ---

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: 647.86

Molecular Weight (Monoisotopic): 647.4258

AlogP: 2.82

#Rotatable Bonds: 17

Polar Surface Area: 174.96

Molecular Species: NEUTRAL

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.33

CX Basic pKa: ┄

CX LogP: 3.22

CX LogD: 3.22

Aromatic Rings: 1

Heavy Atoms: 46

QED Weighted: 0.15

Np Likeness Score: -0.08

References

1. Agarwal NS, Rich DH..  (1986)  Inhibition of cathepsin D by substrate analogues containing statine and by analogues of pepstatin.,  29  (12): [PMID:3783611] [10.1021/jm00162a015]

Source

Source(1):

• Scientific Literature