US9340517, 173

ID: ALA3984528

PubChem CID: 44208541

Max Phase: Preclinical

Molecular Formula: C33H39FN6O2

Molecular Weight: 570.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@@H]1N[C@H](CNC(=O)/C=C/c2cccc(F)c2)CCN(CC(c2ccccc2)c2ccccc2)C1=O

Standard InChI:  InChI=1S/C33H39FN6O2/c34-27-14-7-9-24(21-27)16-17-31(41)38-22-28-18-20-40(32(42)30(39-28)15-8-19-37-33(35)36)23-29(25-10-3-1-4-11-25)26-12-5-2-6-13-26/h1-7,9-14,16-17,21,28-30,39H,8,15,18-20,22-23H2,(H,38,41)(H4,35,36,37)/b17-16+/t28-,30-/m0/s1

Standard InChI Key:  OJRZJJIVURUHSC-AVYIKKKCSA-N

Molfile:  

     RDKit          2D

 42 45  0  0  1  0  0  0  0  0999 V2000
    8.4730   -0.3208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1173    0.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9323    1.7061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6534    1.1562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6342    0.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1703    0.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1510   -0.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6852   -0.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3514    1.0778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0030    3.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039    3.9799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3069    5.4808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2687    6.0825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6077    6.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6108    7.7302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9116    8.4788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9168    9.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2184   10.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5149    9.9698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5097    8.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5469    7.8663    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2081    7.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3515    1.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6852   -0.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -1.5574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4048   -2.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9016   -3.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5555   -4.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0513   -4.4831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7022   -5.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8572   -7.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3614   -6.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7106   -5.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7448   -1.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2411   -1.8860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0822   -0.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4272    0.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9311    0.8129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0899   -0.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -1.5574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2707   -2.6386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  8  7  1  1
  8  9  1  0
  9 10  1  0
 10 11  1  1
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 17  1  0
 10 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
 28 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 35  1  0
 26 41  1  0
 41  8  1  0
 41 42  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3984528

   (E)-N-[[(3S,5S)-3-[3-(diaminomethylideneamino)propyl]-1-(2,2-diphenylethyl)-2-oxo-1,4-diazepan-5-yl]methyl]-3-(3-fluorophenyl)prop-2-enamide

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: 570.71

Molecular Weight (Monoisotopic): 570.3119

AlogP: 3.61

#Rotatable Bonds: 12

Polar Surface Area: 123.34

Molecular Species: BASE

HBA: 4

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 12.01

CX LogP: 3.57

CX LogD: 0.86

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.10

Np Likeness Score: -0.17

References

1.  (2016)  Methods of modulating the activity of the MC5 receptor and treatment of conditions related to this receptor, 

Source

Source(1):

• BindingDB Database