3D structure for (3,4,8b-Trimethyl-3-oxido-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-3-ium-7-yl) N-(2-ethylphenyl)carbamate (DB07846)

74077203
  -OEChem-12221921333D

55 58  0     1  0  0  0  0  0999 V2000
   -4.2803    1.9738   -0.8293 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.2256   -1.4334   -0.0506 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5659    0.7397   -0.7737 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9707    1.3552    0.1812 N   0  3  1  0  0  0  0  0  0  0  0  0
   -4.1798   -0.7548   -0.9316 N   0  0  3  0  0  0  0  0  0  0  0  0
    3.3484   -0.5861   -0.0337 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4059   -0.1746    1.3014 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6168   -0.1240    0.3090 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2147    1.2669    1.7885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5452    1.9354    1.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2985   -0.6550    0.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8179   -0.9754   -0.8624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6613   -1.1492    2.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4375    1.5679   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0154   -0.9881   -2.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9499   -0.8007    0.6934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9725   -1.4551   -1.8522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1033   -1.2796   -0.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6114   -1.6054   -1.5694 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0283   -0.3058   -0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4701    0.2633   -0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7467   -0.1771    0.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2877    1.5571   -0.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9717   -1.5576    0.7067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8411    0.6763    0.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3822    2.4107   -0.7958 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6589    1.9702   -0.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5543   -1.6946    2.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4994   -0.6241    0.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4209    1.7799    1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9559    1.3323    2.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3031    1.6563    2.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4822    3.0231    1.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7965   -1.2063    3.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8577   -2.1628    2.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5260   -0.8378    3.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6918    1.1496   -1.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9871    1.0715    0.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6136    2.6471   -0.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0745   -0.9581   -1.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8253   -1.9762   -2.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8377   -0.2297   -2.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5648   -0.5491    1.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3458   -1.7115   -2.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0547   -1.9795   -2.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5174   -1.5226    0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3345    1.9739   -0.9477 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4522   -2.2979    0.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0341   -1.8217    0.6246 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8422    0.3502    0.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2418    3.4185   -1.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5109    2.6350   -0.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1190   -1.0023    2.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7542   -2.7118    2.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4905   -1.4912    2.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  2 18  1  0  0  0  0
  2 20  1  0  0  0  0
  3 20  2  0  0  0  0
  4  8  1  0  0  0  0
  4 10  1  0  0  0  0
  4 14  1  0  0  0  0
  5  8  1  0  0  0  0
  5 12  1  0  0  0  0
  5 15  1  0  0  0  0
  6 20  1  0  0  0  0
  6 21  1  0  0  0  0
  6 46  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 11  1  0  0  0  0
  7 13  1  0  0  0  0
  8 29  1  0  0  0  0
  9 10  1  0  0  0  0
  9 30  1  0  0  0  0
  9 31  1  0  0  0  0
 10 32  1  0  0  0  0
 10 33  1  0  0  0  0
 11 12  2  0  0  0  0
 11 16  1  0  0  0  0
 12 17  1  0  0  0  0
 13 34  1  0  0  0  0
 13 35  1  0  0  0  0
 13 36  1  0  0  0  0
 14 37  1  0  0  0  0
 14 38  1  0  0  0  0
 14 39  1  0  0  0  0
 15 40  1  0  0  0  0
 15 41  1  0  0  0  0
 15 42  1  0  0  0  0
 16 18  2  0  0  0  0
 16 43  1  0  0  0  0
 17 19  2  0  0  0  0
 17 44  1  0  0  0  0
 18 19  1  0  0  0  0
 19 45  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 22 24  1  0  0  0  0
 22 25  2  0  0  0  0
 23 26  1  0  0  0  0
 23 47  1  0  0  0  0
 24 28  1  0  0  0  0
 24 48  1  0  0  0  0
 24 49  1  0  0  0  0
 25 27  1  0  0  0  0
 25 50  1  0  0  0  0
 26 27  2  0  0  0  0
 26 51  1  0  0  0  0
 27 52  1  0  0  0  0
 28 53  1  0  0  0  0
 28 54  1  0  0  0  0
 28 55  1  0  0  0  0
M  CHG  2   1  -1   4   1
M  END
> <DATABASE_ID>
DB07846

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
CCC1=CC=CC=C1NC(=O)OC1=CC2=C(C=C1)N(C)C1C2(C)CC[N+]1(C)[O-]

> <INCHI_IDENTIFIER>
InChI=1S/C22H27N3O3/c1-5-15-8-6-7-9-18(15)23-21(26)28-16-10-11-19-17(14-16)22(2)12-13-25(4,27)20(22)24(19)3/h6-11,14,20H,5,12-13H2,1-4H3,(H,23,26)

> <INCHI_KEY>
MVHRCJQCKYPDRL-UHFFFAOYSA-N

> <FORMULA>
C22H27N3O3

> <MOLECULAR_WEIGHT>
381.4681

> <EXACT_MASS>
381.205241745

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
6.075712104920332e-05

> <JCHEM_AVERAGE_POLARIZABILITY>
42.06794476054644

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-{[(2-ethylphenyl)carbamoyl]oxy}-1,3a,8-trimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-1-ium-1-olate

> <ALOGPS_LOGP>
2.55

> <JCHEM_LOGP>
4.083716390000001

> <ALOGPS_LOGS>
-4.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.904899720282208

> <JCHEM_PKA_STRONGEST_BASIC>
2.9614060829983466

> <JCHEM_POLAR_SURFACE_AREA>
64.63

> <JCHEM_REFRACTIVITY>
111.6423

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.08e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N''-({4-[(4R)-4-(hydroxymethyl)-1,3,2-dioxaborolan-2-yl]phenyl}methyl)guanidine

> <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 (3,4,8b-Trimethyl-3-oxido-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-3-ium-7-yl) N-(2-ethylphenyl)carbamate (DB07846)

Structure for (3,4,8b-Trimethyl-3-oxido-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-3-ium-7-yl) N-(2-ethylphenyl)carbamate (DB07846)