(S)-6-amino-2-((S)-1-((S)-2-((S)-2-((S)-6-amino-2-((2S,4R)-4-hydroxy-1-((S)-2-((S)-pyrrolidine-2-carboxamido)propanoyl)pyrrolidine-2-carboxamido)hexanamido)-3-carboxypropanamido)propanoyl)pyrrolidine-2-carboxamido)hexanoic acid

ID: ALA4472691

PubChem CID: 155535849

Max Phase: Preclinical

Molecular Formula: C37H62N10O12

Molecular Weight: 838.96

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCCCN)NC(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@H](C)NC(=O)[C@@H]1CCCN1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCCN)C(=O)O

Standard InChI:  InChI=1S/C37H62N10O12/c1-20(35(56)46-16-8-12-27(46)33(54)44-25(37(58)59)10-4-6-14-39)42-32(53)26(18-29(49)50)45-31(52)24(9-3-5-13-38)43-34(55)28-17-22(48)19-47(28)36(57)21(2)41-30(51)23-11-7-15-40-23/h20-28,40,48H,3-19,38-39H2,1-2H3,(H,41,51)(H,42,53)(H,43,55)(H,44,54)(H,45,52)(H,49,50)(H,58,59)/t20-,21-,22+,23-,24-,25-,26-,27-,28-/m0/s1

Standard InChI Key:  RPORVQOBYSPPMC-LREWKDIRSA-N

Molfile:  

 
     RDKit          2D

 59 61  0  0  0  0  0  0  0  0999 V2000
   28.8416  -13.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5872  -13.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2671  -12.9089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0085  -13.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6883  -12.8012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4440  -13.2232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6882  -12.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8687  -12.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5113  -12.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1101  -13.4101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5960  -14.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4103  -14.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7634  -13.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1674  -12.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4970  -11.5954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2078  -12.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9221  -11.5941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6371  -12.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3506  -10.7685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3513  -11.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6378  -12.8302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3527  -13.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3534  -14.0663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0621  -12.0046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7763  -11.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4920  -12.8279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.7756  -10.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4913  -12.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2056  -11.5906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.9164  -12.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6300  -10.7649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.9170  -12.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6307  -11.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3460  -12.0732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4335  -12.8894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2406  -13.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6523  -12.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0995  -11.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5524  -10.4171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.2048  -10.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9666  -10.5976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.6233  -11.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0375  -11.2796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.3809  -10.7823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6824  -11.9664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5803  -14.2028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.0027  -14.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0732  -14.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0738  -15.3119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.3761   -9.9483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.6167  -11.9286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3328  -12.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3261  -13.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0422  -13.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0356  -14.4323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.4948  -10.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4941   -9.5206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.2146  -10.7661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8044  -14.8614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  5  6  1  0
  1  2  1  1
  3  4  1  0
  4  5  1  0
  1  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10  1  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14  6  1  0
 16 17  1  0
 20 24  1  0
 28 29  1  0
 33 34  1  0
 14 16  1  6
 16 15  2  0
 18 17  1  6
 18 20  1  0
 20 19  2  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 24 25  1  0
 25 28  1  0
 28 26  2  0
 25 27  1  1
 29 30  1  0
 30 33  1  0
 33 31  2  0
 30 32  1  6
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 34  1  0
 40 41  1  0
 38 40  1  6
 40 39  2  0
 42 41  1  6
 42 44  1  0
 44 43  1  0
  5 45  2  0
  2 46  2  0
  4 47  1  6
 23 48  1  0
 48 49  1  0
 44 50  2  0
 42 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 27 56  1  0
 56 57  2  0
 56 58  1  0
 12 59  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4472691

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 838.96

Molecular Weight (Monoisotopic): 838.4549

AlogP: -4.03

#Rotatable Bonds: 23

Polar Surface Area: 345.02

Molecular Species: ZWITTERION

HBA: 13

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 22

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.57

CX Basic pKa: 10.48

CX LogP: -10.31

CX LogD: -11.88

Aromatic Rings: ┄

Heavy Atoms: 59

QED Weighted: 0.04

Np Likeness Score: 0.06

References

1. Langley GW, Abboud MI, Lohans CT, Schofield CJ..  (2019)  Inhibition of a viral prolyl hydroxylase.,  27  (12): [PMID:30737136] [10.1016/j.bmc.2019.01.018]

Source

Source(1):

• Scientific Literature