(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-phenylpropanamido)propanoyl)pyrrolidine-2-carboxamido)hexanoic acid

ID: ALA4554063

PubChem CID: 155555629

Max Phase: Preclinical

Molecular Formula: C42H66N10O10

Molecular Weight: 871.05

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)[C@H](Cc1ccccc1)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/C42H66N10O10/c1-25(40(59)51-21-11-17-33(51)38(57)49-31(42(61)62)15-7-9-19-44)47-37(56)32(22-27-12-4-3-5-13-27)50-36(55)30(14-6-8-18-43)48-39(58)34-23-28(53)24-52(34)41(60)26(2)46-35(54)29-16-10-20-45-29/h3-5,12-13,25-26,28-34,45,53H,6-11,14-24,43-44H2,1-2H3,(H,46,54)(H,47,56)(H,48,58)(H,49,57)(H,50,55)(H,61,62)/t25-,26-,28+,29-,30-,31-,32-,33-,34-/m0/s1

Standard InChI Key:  XTHAFAPGSUNXNN-IRMQOTSZSA-N

Molfile:  

 
     RDKit          2D

 62 65  0  0  0  0  0  0  0  0999 V2000
   28.7082  -20.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4537  -20.8484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1336  -20.3835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8748  -20.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5546  -20.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3102  -20.6977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5549  -19.6783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7355  -19.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3782  -20.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9769  -20.8846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4623  -21.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2764  -21.6111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6295  -20.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0334  -20.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3632  -19.0700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0740  -19.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7881  -19.0688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5030  -19.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2164  -18.2432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2172  -19.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5037  -20.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2186  -20.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2193  -21.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9279  -19.4793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6421  -19.0665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3576  -20.3024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3570  -19.4781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0712  -19.0653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.7818  -19.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4953  -18.2397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.7825  -20.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4960  -19.0640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2113  -19.5478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.2987  -20.3639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1058  -20.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5174  -19.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9646  -19.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4176  -17.8919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.0699  -18.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8318  -18.0724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.4882  -18.5738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9023  -18.7543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.2458  -18.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5487  -19.4411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4468  -21.6771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8690  -21.5639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9390  -21.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9397  -22.7861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.2410  -17.4231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.4816  -19.4033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1978  -19.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1912  -20.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9072  -21.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9006  -21.9067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6414  -18.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3604  -17.8199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0770  -18.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7955  -17.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7953  -16.9906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0705  -16.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3549  -16.9937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6704  -22.3359    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
 27 28  1  0
 32 33  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 27  1  0
 27 26  2  0
 28 29  1  0
 29 32  1  0
 32 30  2  0
 29 31  1  6
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 33  1  0
 39 40  1  0
 37 39  1  6
 39 38  2  0
 41 40  1  6
 41 43  1  0
 43 42  1  0
  5 44  2  0
  2 45  2  0
  4 46  1  6
 23 47  1  0
 47 48  1  0
 43 49  2  0
 41 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 25 55  1  1
 55 56  1  0
 56 57  2  0
 57 58  1  0
 58 59  2  0
 59 60  1  0
 60 61  2  0
 61 56  1  0
 12 62  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4554063

   ---

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: 871.05

Molecular Weight (Monoisotopic): 870.4963

AlogP: -2.26

#Rotatable Bonds: 23

Polar Surface Area: 307.72

Molecular Species: ZWITTERION

HBA: 12

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.79

CX Basic pKa: 10.49

CX LogP: -5.75

CX LogD: -9.78

Aromatic Rings: 1

Heavy Atoms: 62

QED Weighted: 0.05

Np Likeness Score: -0.04

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