[2-({1-[19-Amino-10-(2-carbamoyl-ethyl)-7-carbamoylmethyl-16-(4-hydroxy-benzyl)-13-(4-nitro-benzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaaza-cycloicosane-4-carbonyl]-pyrrolidine-2-carbonyl}-amino)-5-guanidino-pentanoylamino]-acetic acid

ID: ALA2372418

PubChem CID: 73347178

Max Phase: Preclinical

Molecular Formula: C46H64N16O14S2

Molecular Weight: 1129.25

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  NC(=O)CC[C@@H]1NC(=O)[C@H](Cc2ccc([N+](=O)[O-])cc2)NC(=O)[C@@H](Cc2ccc(O)cc2)NC(=O)[C@@H](N)CSSC[C@@H](C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCN=C(N)N)C(=O)NCC(N)=O)NC(=O)[C@H](CC(N)=O)NC1=O

Standard InChI:  InChI=1S/C46H64N16O14S2/c47-27-21-77-78-22-33(45(74)61-16-2-4-34(61)44(73)56-28(3-1-15-53-46(51)52)39(68)54-20-37(50)66)60-43(72)32(19-36(49)65)59-40(69)29(13-14-35(48)64)55-41(70)31(17-23-5-9-25(10-6-23)62(75)76)58-42(71)30(57-38(27)67)18-24-7-11-26(63)12-8-24/h5-12,27-34,63H,1-4,13-22,47H2,(H2,48,64)(H2,49,65)(H2,50,66)(H,54,68)(H,55,70)(H,56,73)(H,57,67)(H,58,71)(H,59,69)(H,60,72)(H4,51,52,53)/t27-,28-,29-,30+,31-,32-,33-,34-/m0/s1

Standard InChI Key:  RTLBWOXXFUFALK-DFJQZISPSA-N

Molfile:  

     RDKit          2D

 78 81  0  0  1  0  0  0  0  0999 V2000
    1.5273   -4.0199    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2215   -4.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9554   -4.0992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4414   -4.7637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8035   -4.9224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -5.5042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.2909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6563   -1.6992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6563   -4.0992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1092   -5.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8926   -0.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1703   -1.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9076   -3.3124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5455   -5.1108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4993   -5.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8926   -5.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7571   -4.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9076   -2.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4993   -0.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1240   -5.6960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7637   -6.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1703   -4.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1092   -0.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -6.7075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2348   -9.8415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9902   -6.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2844   -4.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0958   -7.5075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7009   -2.4893    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9554   -1.6992    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9157   -6.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5059   -5.6960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1074   -8.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6167   -4.7935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1224   -6.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0347   -9.6233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1753   -5.2959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2545   -5.3290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7637    0.5223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7208   -3.4414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7323   -5.9836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7555   -0.4496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8761   -5.9836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7009   -3.3124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8761    0.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7208   -2.3604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4661   -6.1224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4414   -1.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8612   -7.4315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9191   -6.5158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9042   -8.7307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7555   -5.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6496   -9.2563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4646   -4.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5754   -3.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8926   -7.7191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0232  -10.6349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7323    0.1851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4810   -3.1968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3521   -6.0927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5406   -6.1422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2431   -2.9984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6993    0.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5223   -9.0977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9076   -7.5274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3456    0.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0596   -2.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9489   -3.7720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1456   -0.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0762    0.9620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9753   -0.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8993    1.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2380   -3.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1687    0.3570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6876   -2.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4975   -7.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8678   -8.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2827   -7.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  6
  4  3  1  0
  5 27  1  0
  6 16  1  0
  7 11  1  0
  8 12  1  0
  9 22  1  0
 10  4  1  0
 11 23  1  0
 12 19  1  0
 13  9  1  0
 17 14  1  6
 15  6  1  0
 16 10  1  0
 17  1  1  0
 18 13  1  0
 19  7  1  0
 20 14  1  0
 16 21  1  1
 22 15  1  0
 23 48  1  0
 31 24  1  0
 25 53  2  0
 26 21  1  0
 27 54  2  0
 28 24  1  0
 29 44  1  0
 30 29  1  0
 31 20  1  1
 32  5  1  0
 33 56  1  0
 34  5  2  0
 35 61  1  0
 36 25  1  0
 37  2  2  0
 38 14  2  0
 39 11  2  0
 40 13  2  0
 41 10  2  0
 42 12  2  0
 43 15  2  0
 44  3  1  0
 19 45  1  6
 18 46  1  1
 47 24  2  0
 48 30  1  0
 49 26  2  0
 50 35  2  0
 51 33  2  0
 22 52  1  1
 53 77  1  0
 54 68  1  0
 55 67  2  0
 56 28  1  0
 57 25  1  0
 23 58  1  6
 59  1  1  0
 60 26  1  0
 61 52  1  0
 62 46  1  0
 63 45  1  0
 64 33  1  0
 65 35  1  0
 66 72  1  0
 67 62  1  0
 68 62  2  0
 69 63  2  0
 70 63  1  0
 71 69  1  0
 72 70  2  0
 73 17  1  0
 74 66  1  0
 75 59  1  0
 76 31  1  0
 77 78  1  0
 78 76  1  0
 75 73  1  0
  8 18  1  0
 66 71  2  0
 55 27  1  0
M  CHG  2   5   1  32  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2372418

   [2-({1-[19-Amino-10-(2-carbamoyl-ethyl)-7-carbamoylmethyl-16-(4-hydroxy-benzyl)-13-(4-nitro-benzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaaza-cycloicosane-4-carbonyl]-pyrrolidine-2-carbonyl}-amino)-5-guanidino-pentanoylamino]-acetic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 1129.25

Molecular Weight (Monoisotopic): 1128.4229

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

References

1. Barbeau D, Guay S, Neugebauer W, Escher E..  (1992)  Preparation and biological activities of potential vasopressin photoaffinity labels.,  35  (1): [PMID:1732523] [10.1021/jm00079a020]

Source

Source(1):

• Scientific Literature