PhCH2CH2(CO)His-Trp-Ala-Val-DAla-His-Pro(CH(OH)CH2(CO))-Phe-NH2

ID: ALA2111954

PubChem CID: 71459894

Max Phase: Preclinical

Molecular Formula: C59H74N14O10

Molecular Weight: 1139.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)[C@H](C)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)CCc1ccccc1)C(=O)N[C@@H](C)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N1CCC[C@H]1C(O)CC(=O)N[C@@H](Cc1ccccc1)C(N)=O

Standard InChI:  InChI=1S/C59H74N14O10/c1-34(2)52(58(82)67-35(3)54(78)71-47(27-41-31-62-33-65-41)59(83)73-23-13-20-48(73)49(74)28-51(76)68-44(53(60)77)24-38-16-9-6-10-17-38)72-55(79)36(4)66-56(80)45(25-39-29-63-43-19-12-11-18-42(39)43)70-57(81)46(26-40-30-61-32-64-40)69-50(75)22-21-37-14-7-5-8-15-37/h5-12,14-19,29-36,44-49,52,63,74H,13,20-28H2,1-4H3,(H2,60,77)(H,61,64)(H,62,65)(H,66,80)(H,67,82)(H,68,76)(H,69,75)(H,70,81)(H,71,78)(H,72,79)/t35-,36-,44-,45-,46-,47-,48-,49?,52-/m0/s1

Standard InChI Key:  SIWWBMPDKOPPFT-WQPIWFEDSA-N

Molfile:  

     RDKit          2D

 83 89  0  0  1  0  0  0  0  0999 V2000
   -6.4042   -5.7510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8564   -5.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8629   -2.8193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0852   -2.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5082   -2.3632    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1177   -4.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6991   -2.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3694   -1.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2034   -1.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7630   -3.8943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5722   -3.7316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2186   -6.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4009   -2.3953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5603   -0.9948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0537   -2.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4061   -3.4382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6949   -1.9965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6578   -2.0698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0410   -6.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7997   -6.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0125   -1.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9150   -0.5387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9835   -2.3425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3406    1.5334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809   -6.2025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5213   -7.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6222   -6.5257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4313   -3.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4598   -6.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2784   -2.3953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7241   -0.7014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9268   -4.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1927   -3.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1992    0.8641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6537    0.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7090   -2.7437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0112    1.6595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2696   -0.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1513   -1.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2175   -3.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7218    2.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1996   -2.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2473   -3.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0129    0.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9743   -3.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2100   -5.2650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0737   -2.1936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4882   -3.1517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9925   -0.8252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5436   -1.6778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5522   -4.5201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9621   -6.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9608   -7.3532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9139   -7.6030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0954    0.4401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0485   -7.7428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2179   -5.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7879   -3.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0810   -0.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3796   -7.5251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2034   -6.3515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6265    0.3736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9314   -6.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4357    0.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5480   -6.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0989   -4.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4261   -2.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3621   -1.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7516   -3.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1415   -3.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2256   -4.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1048   -7.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5432   -5.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9835    0.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6970   -0.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6055   -4.7264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4215   -4.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5061   -0.7358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7903    0.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2155   -6.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -7.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3140   -7.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0539   -0.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3 16  1  0
  4 30  1  0
 15  5  1  1
  6  2  1  0
  7  5  1  0
  8 14  1  0
  9 18  1  0
 10 11  1  0
  6 11  1  6
 12  1  1  0
 13 17  1  0
 14 21  1  0
 15  3  1  0
 16 40  1  0
 17  4  2  0
 18 39  1  0
 19 20  1  0
 20 29  1  0
 21  9  1  0
 22  8  1  0
 23 45  1  0
 24 44  1  0
 25 19  1  0
 26 27  1  0
 27 25  1  1
 28  4  1  0
 12 29  1  6
 21 30  1  1
 31 22  1  0
 32  6  1  0
 33 32  1  0
 34 35  1  0
 22 35  1  6
 36 33  1  0
 37 34  1  0
 38 31  1  0
 39  7  1  0
 40 10  1  0
 41 37  2  0
 42 36  2  0
 43 28  1  0
 44 34  2  0
 45 33  2  0
 46  2  2  0
 47  3  2  0
 48  7  2  0
 49  9  2  0
 50  8  2  0
 51 10  2  0
 52 27  1  0
 53 19  2  0
 54 26  2  0
 55 38  2  0
 56 26  1  0
 57  1  1  0
 58 15  1  0
 59 38  1  0
 60 29  1  0
 61 52  1  0
 62 59  1  0
 63 12  1  0
 64 62  1  0
 65 57  1  0
 66 28  2  0
 40 67  1  6
 39 68  1  6
 69 43  2  0
 70 58  1  0
 71 58  1  0
 72 61  1  0
 73 61  2  0
 74 64  2  0
 75 64  1  0
 76 66  1  0
 77 69  1  0
 78 75  2  0
 79 74  1  0
 80 73  1  0
 81 72  2  0
 82 81  1  0
 83 78  1  0
 63 65  1  0
 42 23  1  0
 82 80  2  0
 43 13  1  0
 76 77  2  0
 41 24  1  0
 83 79  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2111954

   (2S)-N-[(2S)-1-[[(2S)-1-[(2S)-2-[3-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-1-hydroxy-3-oxopropyl]pyrrolidin-1-yl]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]-2-[[(2S)-2-[[(2S)-2-[[(2S)-3-(1H-imidazol-5-yl)-2-(3-phenylpropanoylam

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 1139.33

Molecular Weight (Monoisotopic): 1138.5712

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. Leban JJ, Landavazo A, McDermed JD, Diliberto EJ, Jansen M, Stockstill B, Kull FC..  (1994)  Potent gastrin-releasing peptide (GRP) antagonists derived from GRP (19-27) with a C-terminal DPro psi [CH2NH]Phe-NH2 and N-terminal aromatic residues.,  37  (4): [PMID:8120863] [10.1021/jm00030a002]

Source

Source(1):

• Scientific Literature