(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-(4-hydroxyphenyl)propanamido)propanoyl)pyrrolidine-2-carboxamido)hexanoic acid

ID: ALA4593053

PubChem CID: 155568952

Max Phase: Preclinical

Molecular Formula: C42H66N10O11

Molecular Weight: 887.05

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)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/C42H66N10O11/c1-24(40(60)51-20-8-12-33(51)38(58)49-31(42(62)63)10-4-6-18-44)47-37(57)32(21-26-13-15-27(53)16-14-26)50-36(56)30(9-3-5-17-43)48-39(59)34-22-28(54)23-52(34)41(61)25(2)46-35(55)29-11-7-19-45-29/h13-16,24-25,28-34,45,53-54H,3-12,17-23,43-44H2,1-2H3,(H,46,55)(H,47,57)(H,48,59)(H,49,58)(H,50,56)(H,62,63)/t24-,25-,28+,29-,30-,31-,32-,33-,34-/m0/s1

Standard InChI Key:  VNBSQRDUFYYWFM-LZRGDMSRSA-N

Molfile:  

 
     RDKit          2D

 63 66  0  0  0  0  0  0  0  0999 V2000
   28.8117   -5.5472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5572   -5.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2369   -5.4395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9782   -5.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6580   -5.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4135   -5.7537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6583   -4.7344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8389   -4.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4817   -5.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0804   -5.9406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5656   -6.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3796   -6.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7326   -5.9257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1367   -5.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4666   -4.1262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.1772   -4.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8913   -4.1249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6062   -4.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3196   -3.2995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3203   -4.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6069   -5.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3218   -5.7725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3225   -6.5968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0310   -4.5354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7452   -4.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4607   -5.3585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.4599   -4.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1741   -4.1214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.8848   -4.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5982   -3.2958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.8855   -5.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5990   -4.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3141   -4.6039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4016   -5.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2087   -5.5905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6203   -4.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0675   -4.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5206   -2.9481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.1728   -3.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9346   -3.1286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.5911   -3.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0050   -3.8104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.3486   -3.3132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6520   -4.4972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5503   -6.7331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9724   -6.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0421   -7.0115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0428   -7.8421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.3437   -2.4793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.5845   -4.4593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3004   -4.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2938   -5.7110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0099   -6.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0033   -6.9626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7445   -3.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4634   -2.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1800   -3.2936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8985   -2.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8983   -2.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1735   -1.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4580   -2.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6167   -1.6300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7737   -7.3918    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
 59 62  1  0
 12 63  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4593053

   ---

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: 887.05

Molecular Weight (Monoisotopic): 886.4913

AlogP: -2.55

#Rotatable Bonds: 23

Polar Surface Area: 327.95

Molecular Species: ZWITTERION

HBA: 13

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.79

CX Basic pKa: 10.48

CX LogP: -6.65

CX LogD: -10.09

Aromatic Rings: 1

Heavy Atoms: 63

QED Weighted: 0.05

Np Likeness Score: 0.05

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