N-(tert-butyl)-N-(2-(tert-butylamino)-1-(4'-methoxy-[1,1'-biphenyl]-4-yl)-2-oxoethyl)-3-(3,4-dihydroxyphenyl)propanamide

ID: ALA2205125

PubChem CID: 71452320

Max Phase: Preclinical

Molecular Formula: C32H40N2O5

Molecular Weight: 532.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2ccc(C(C(=O)NC(C)(C)C)N(C(=O)CCc3ccc(O)c(O)c3)C(C)(C)C)cc2)cc1

Standard InChI:  InChI=1S/C32H40N2O5/c1-31(2,3)33-30(38)29(24-12-10-22(11-13-24)23-14-16-25(39-7)17-15-23)34(32(4,5)6)28(37)19-9-21-8-18-26(35)27(36)20-21/h8,10-18,20,29,35-36H,9,19H2,1-7H3,(H,33,38)

Standard InChI Key:  QGMMFKZFRXRRCM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 39 41  0  0  0  0  0  0  0  0999 V2000
    5.4007   -4.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6830   -4.5837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9695   -4.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4007   -3.3460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1142   -4.5837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2560   -4.5837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2560   -5.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5424   -5.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8248   -5.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8248   -4.5837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5424   -4.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1112   -5.8212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5424   -6.6463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8278   -4.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8278   -3.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5412   -2.9335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9724   -5.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2589   -5.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5412   -5.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5412   -4.5837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2589   -4.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9724   -4.5837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6860   -5.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3995   -5.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1172   -5.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1172   -6.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3995   -7.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6860   -6.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8307   -7.0589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5442   -6.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1142   -2.9335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1142   -2.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1142   -5.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3997   -5.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8288   -5.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1090   -6.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8288   -1.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3997   -1.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1090   -1.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  2  0
  1  5  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
  9 12  1  0
  8 13  1  0
  3  6  1  0
 14 15  1  0
 15 16  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 17 22  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 23 28  2  0
 17 23  1  0
 29 30  1  0
 26 29  1  0
 14 20  1  0
 31 32  1  0
 15 31  1  0
  5 14  1  0
  5 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  0
 32 37  1  0
 32 38  1  0
 32 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2205125

   deamino-Tyr(3-OH)-DL-N(tBu)Phg(Ph(4-OMe))-NHtBu

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: 532.68

Molecular Weight (Monoisotopic): 532.2937

AlogP: 5.99

#Rotatable Bonds: 8

Polar Surface Area: 99.10

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.29

CX Basic pKa: ┄

CX LogP: 5.52

CX LogD: 5.51

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.31

Np Likeness Score: -0.61

References

1. Kravchenko VV, Gloeckner C, Stowe GN, Kang YJ, Tobias PS, Mathison JC, Ulevitch RJ, Kaufmann GF, Janda KD..  (2012)  The use of small molecule probes to study spatially separated stimulus-induced signaling pathways.,  22  (5): [PMID:22300658] [10.1016/j.bmcl.2012.01.024]

Source

Source(1):

• Scientific Literature