(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-(1H-imidazol-5-yl)propanamido)propanoyl)pyrrolidine-2-carboxamido)hexanoic acid

ID: ALA4572978

PubChem CID: 155563145

Max Phase: Preclinical

Molecular Formula: C39H64N12O10

Molecular Weight: 861.01

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)[C@H](Cc1cnc[nH]1)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/C39H64N12O10/c1-22(37(58)50-16-8-12-30(50)35(56)48-28(39(60)61)10-4-6-14-41)46-34(55)29(17-24-19-42-21-44-24)49-33(54)27(9-3-5-13-40)47-36(57)31-18-25(52)20-51(31)38(59)23(2)45-32(53)26-11-7-15-43-26/h19,21-23,25-31,43,52H,3-18,20,40-41H2,1-2H3,(H,42,44)(H,45,53)(H,46,55)(H,47,57)(H,48,56)(H,49,54)(H,60,61)/t22-,23-,25+,26-,27-,28-,29-,30-,31-/m0/s1

Standard InChI Key:  BQPSBHVWQHDNBF-UVVOJNNTSA-N

Molfile:  

 
     RDKit          2D

 61 64  0  0  0  0  0  0  0  0999 V2000
    4.7241   -4.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4697   -4.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1496   -3.9760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8909   -4.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5707   -3.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3265   -4.2902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5707   -3.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7512   -3.1614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3939   -3.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9927   -4.4772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4785   -5.0970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2927   -5.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6458   -4.4622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0498   -3.8975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3794   -2.6624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0902   -3.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8045   -2.6612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5195   -3.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2330   -1.8357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2337   -2.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5201   -3.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2350   -4.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2357   -5.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9444   -3.0717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6587   -2.6589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3743   -3.8950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3736   -3.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0879   -2.6577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7986   -3.0693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5122   -1.8320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7993   -3.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5128   -2.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2282   -3.1402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3156   -3.9565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1228   -4.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5345   -3.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9817   -2.7997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4347   -1.4842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0870   -1.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8489   -1.6648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5054   -2.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9197   -2.3467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2631   -1.8494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5648   -3.0335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4628   -5.2698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8852   -5.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9556   -5.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9562   -6.3789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2583   -1.0154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4989   -2.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2150   -3.4168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2083   -4.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9244   -4.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9178   -5.4993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6580   -1.8281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3771   -1.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1342   -1.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6896   -1.1328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2736   -0.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4612   -0.5872    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6868   -5.9285    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 56  1  0
 12 61  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4572978

   ---

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: 861.01

Molecular Weight (Monoisotopic): 860.4868

AlogP: -3.54

#Rotatable Bonds: 23

Polar Surface Area: 336.40

Molecular Species: ZWITTERION

HBA: 13

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 22

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.79

CX Basic pKa: 10.49

CX LogP: -8.17

CX LogD: -12.27

Aromatic Rings: 1

Heavy Atoms: 61

QED Weighted: 0.05

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