3-[14-Benzyl-2-isobutyl-11-methyl-5-(2-methylsulfanyl-ethyl)-11-naphthalen-1-yl-3,6,9,12,15,20-hexaoxo-1,4,7,10,13,16-hexaaza-bicyclo[15.2.1]icos-18-en-8-yl]-propionamide

ID: ALA3349683

PubChem CID: 118718513

Max Phase: Preclinical

Molecular Formula: C42H51N7O7S

Molecular Weight: 797.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSCC[C@@H]1NC(=O)[C@H](CC(C)C)N2C=C[C@@H](NC(=O)[C@H](Cc3ccccc3)NC(=O)[C@](C)(c3cccc4ccccc34)NC(=O)[C@H](CCC(N)=O)NC1=O)C2=O

Standard InChI:  InChI=1S/C42H51N7O7S/c1-25(2)23-34-39(54)45-31(20-22-57-4)36(51)44-30(17-18-35(43)50)38(53)48-42(3,29-16-10-14-27-13-8-9-15-28(27)29)41(56)47-33(24-26-11-6-5-7-12-26)37(52)46-32-19-21-49(34)40(32)55/h5-16,19,21,25,30-34H,17-18,20,22-24H2,1-4H3,(H2,43,50)(H,44,51)(H,45,54)(H,46,52)(H,47,56)(H,48,53)/t30-,31-,32+,33-,34-,42-/m0/s1

Standard InChI Key:  GDQSRKJCPHKNRU-FOXAOFGYSA-N

Molfile:  

     RDKit          2D

 57 61  0  0  1  0  0  0  0  0999 V2000
    4.2257   -2.6322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5022   -5.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7843   -4.7304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7560   -3.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6897   -5.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3204   -1.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -1.8570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1594   -5.0169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0042   -4.6715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8507   -2.3457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2540   -4.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0059   -2.6912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8166   -4.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4608   -2.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4739   -4.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1934   -2.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5022   -6.3307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5184   -3.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3469   -5.1602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5362   -3.3232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6631   -2.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2166   -6.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4433   -2.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5685   -3.1210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4075   -6.4242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6025   -0.9385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9776   -1.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4416   -4.2417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0988   -3.7530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9113   -3.6097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0648   -5.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7255   -1.4862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3487   -3.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2166   -7.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6308   -2.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9736   -2.8934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9453   -1.4272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3146   -5.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2523   -6.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7877   -6.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0399   -0.5087    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.9311   -6.3307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7877   -7.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1651   -1.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7578   -1.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5022   -7.9807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9311   -7.9807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8524   -0.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7220   -5.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9701   -6.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8830   -2.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6348   -0.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6456   -6.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6456   -7.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1577   -6.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9095   -5.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6274   -6.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  1  0
  3 11  1  0
  4  1  1  0
  5  8  1  0
  6  7  1  0
  7  1  1  0
  8 19  1  0
 15  9  1  6
 10  6  1  0
 11 20  1  0
 12 16  1  0
 13  9  1  0
 14  1  1  0
 15  4  1  0
 16 21  1  0
  2 17  1  1
 18 14  2  0
 19 13  1  0
 20 12  1  0
 21 10  1  0
 22 17  1  0
 23 35  1  0
 24  4  2  0
 25  5  2  0
 26  6  2  0
  7 27  1  1
 28 11  2  0
 29 13  2  0
 30 16  2  0
 19 31  1  1
 32 23  2  0
 20 33  1  1
 34 22  1  0
 35 33  1  0
 36 23  1  0
 21 37  1  1
  2 38  1  6
 39 31  1  0
 40 17  2  0
 41 45  1  0
 42 22  2  0
 43 40  1  0
 44 27  1  0
 45 37  1  0
 46 43  2  0
 47 34  2  0
 48 41  1  0
 49 39  1  0
 50 39  2  0
 51 44  1  0
 52 44  1  0
 53 42  1  0
 54 53  2  0
 55 50  1  0
 56 49  2  0
 57 55  2  0
 18 15  1  0
  3  2  1  0
 56 57  1  0
 46 34  1  0
 54 47  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3349683

   ---

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: 797.98

Molecular Weight (Monoisotopic): 797.3571

AlogP: 2.16

#Rotatable Bonds: 11

Polar Surface Area: 208.90

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.28

CX Basic pKa: ┄

CX LogP: 1.97

CX LogD: 1.97

Aromatic Rings: 3

Heavy Atoms: 57

QED Weighted: 0.17

Np Likeness Score: 0.34

References

1. Williams BJ, Curtis NR, McKnight AT, Maguire JJ, Young SC, Veber DF, Baker R..  (1993)  Cyclic peptides as selective tachykinin antagonists.,  36  (1): [PMID:7678430] [10.1021/jm00053a001]

Source

Source(1):

• Scientific Literature