3D structure for N2-[(benzyloxy)carbonyl]-n1-[(3S)-1-cyanopyrrolidin-3-yl]-l-leucinamide (DB03456)

5288988
  -OEChem-10051720163D

52 53  0     1  0  0  0  0  0999 V2000
    1.0143   -0.4530    2.0202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6640   -0.1292   -0.2099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8425   -0.7189   -1.4786 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5739   -1.2335   -0.2981 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6629   -0.3588    0.3876 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6720    0.7993    0.2683 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2812   -1.4551   -2.1145 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5251   -1.3807    0.9299 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5963   -0.7959    1.8372 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3408   -2.0636   -0.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6664   -0.3097    0.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7358    1.0829    0.1645 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0849    2.4855    0.6784 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4687    0.0240    0.9823 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3612    3.6387   -0.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173    3.6167   -1.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7057    5.0061    0.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4897   -1.3524   -1.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3445   -0.0776   -0.5613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4845   -1.0048   -0.9916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8933   -0.9437   -0.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3092   -1.8201    0.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7869   -0.0100   -1.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6187   -1.7634    1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0964    0.0468   -0.5265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5122   -0.8298    0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9026   -2.1047    1.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2369    0.0072    2.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0139   -1.5875    2.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8045   -2.1278   -1.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6390   -3.0715    0.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6611   -0.3405    1.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4590    0.7117    0.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9817    0.1377   -0.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0285    0.9722   -0.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8434    2.5455    1.7487 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1710    2.6340    0.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7230    3.5036    0.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1976    1.2269    1.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3149    2.7304   -2.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2906    4.4870   -2.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8017    3.6377   -1.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4381    5.0451    1.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1587    5.8041    0.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7770    5.2170    0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4518   -0.7003   -2.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1011   -2.0304   -0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6217   -2.5504    0.9420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4742    0.6797   -1.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9425   -2.4454    1.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7922    0.7741   -0.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5317   -0.7853    0.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  2  0  0  0  0
  2 19  1  0  0  0  0
  2 20  1  0  0  0  0
  3 19  2  0  0  0  0
  4 10  1  0  0  0  0
  4 11  1  0  0  0  0
  4 18  1  0  0  0  0
  5  8  1  0  0  0  0
  5 14  1  0  0  0  0
  5 34  1  0  0  0  0
  6 12  1  0  0  0  0
  6 19  1  0  0  0  0
  6 39  1  0  0  0  0
  7 18  3  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 27  1  0  0  0  0
  9 11  1  0  0  0  0
  9 28  1  0  0  0  0
  9 29  1  0  0  0  0
 10 30  1  0  0  0  0
 10 31  1  0  0  0  0
 11 32  1  0  0  0  0
 11 33  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 35  1  0  0  0  0
 13 15  1  0  0  0  0
 13 36  1  0  0  0  0
 13 37  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 38  1  0  0  0  0
 16 40  1  0  0  0  0
 16 41  1  0  0  0  0
 16 42  1  0  0  0  0
 17 43  1  0  0  0  0
 17 44  1  0  0  0  0
 17 45  1  0  0  0  0
 20 21  1  0  0  0  0
 20 46  1  0  0  0  0
 20 47  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 48  1  0  0  0  0
 23 25  2  0  0  0  0
 23 49  1  0  0  0  0
 24 26  2  0  0  0  0
 24 50  1  0  0  0  0
 25 26  1  0  0  0  0
 25 51  1  0  0  0  0
 26 52  1  0  0  0  0
M  END
> <DATABASE_ID>
DB03456

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/IMTUSTXBVIALBC-SJORKVTESA-N/SDF?record_type=3d

> <SMILES>
[H][C@@](CC(C)C)(NC(=O)OCC1=CC=CC=C1)C(=O)N[C@]1([H])CCN(C1)C#N

> <INCHI_IDENTIFIER>
InChI=1S/C19H26N4O3/c1-14(2)10-17(18(24)21-16-8-9-23(11-16)13-20)22-19(25)26-12-15-6-4-3-5-7-15/h3-7,14,16-17H,8-12H2,1-2H3,(H,21,24)(H,22,25)/t16-,17+/m1/s1

> <INCHI_KEY>
IMTUSTXBVIALBC-SJORKVTESA-N

> <FORMULA>
C19H26N4O3

> <MOLECULAR_WEIGHT>
358.4347

> <EXACT_MASS>
358.200490718

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-3.6571710297650404e-07

> <JCHEM_AVERAGE_POLARIZABILITY>
38.51009869826948

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
benzyl N-[(1S)-1-{[(3R)-1-cyanopyrrolidin-3-yl]carbamoyl}-3-methylbutyl]carbamate

> <ALOGPS_LOGP>
1.58

> <JCHEM_LOGP>
2.2021060339999985

> <ALOGPS_LOGS>
-3.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.041162353623362

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.447687291906128

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0635598567953495

> <JCHEM_POLAR_SURFACE_AREA>
94.45999999999998

> <JCHEM_REFRACTIVITY>
98.1144

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
biotin

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

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Nicholas Rego and David Koes
3Dmol.js: molecular visualization with WebGL
Bioinformatics (2015) 31 (8): 1322-1324 doi:10.1093/bioinformatics/btu829

3D structure for N2-[(benzyloxy)carbonyl]-n1-[(3S)-1-cyanopyrrolidin-3-yl]-l-leucinamide (DB03456)

Structure for N2-[(benzyloxy)carbonyl]-n1-[(3S)-1-cyanopyrrolidin-3-yl]-l-leucinamide (DB03456)