CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06525 (5899)

Formula C₂₂H₂₇N₃O₃

MW 381.47

InChIKey ZOBDWFRKFSPCRB-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 6

HB_Donor 1

HB_Acceptor 1

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.29

logP 4.2365

PSA 54.04

MR 117.01

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -51.45296

PM7_Total_Energy_ev -4510.05644

PM7_Electronic_Energy_ev -38606.89804

PM7_Dipole_Debye 1.13483

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.064

PM7_LUMO_Energy_ev 0.066

PM7_COSMO_Area_square_ang 405.35

PM7_COSMO_Volue_cubic_ang 467.36

PM7_Electron_Affinity_ev -0.066

PM7_Ionization_Energy_ev 8.064

PM7_Energy_Gap_ev 8.13

PM7_Global_Hardness_ev 4.065

PM7_Global_Softness_ev 0.24600246002460024

PM7_Chemical_Potential_ev -3.999

PM7_Electronigativity_ev 3.999

PM7_Back_Donation_Energy_ev -1.01625

PM7_Electrophilicity_ev 1.9670357933579337

OPENEYE_Name [(2~{S},4~{a}~{S},9~{R},9~{a}~{S})-2,4~{a},9-trimethyl-4,9~{a}-dihydro-3~{H}-oxazino[6,5-b]indol-6-yl] ~{N}-(2-ethylphenyl)carbamate

SMILES c1ccc(c(c1)CC)NC(=O)Oc2ccc3c(c2)C4(CCN(OC4N3C)C)C

Canonical_SMILES CCc1ccccc1NC(=O)Oc1ccc2c(c1)[C@]1(C)CCN(O[C@@H]1N2C)C

InChI 1/C22H27N3O3/c1-5-15-8-6-7-9-18(15)23-21(26)27-16-10-11-19-17(14-16)22(2)12-13-24(3)28-20(22)25(19)4/h6-11,14,20H,5,12-13H2,1-4H3,(H,23,26)/f/h23H

InChI_3D 1S/C22H27N3O3/c1-5-15-8-6-7-9-18(15)23-21(26)27-16-10-11-19-17(14-16)22(2)12-13-24(3)28-20(22)25(19)4/h6-11,14,20H,5,12-13H2,1-4H3,(H,23,26)/t20-,22-/m0/s1

AuxInfo 1/1/N:19,18,21,20,22,1,2,3,5,6,4,14,15,7,9,12,8,11,10,16,13,17,25,24,23,26,28,27/F:m/rA:55cCCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d4;;s7;d3;s4d8;d5s9;s6d7;;;s14;;s8s14s16;s17;;;;s9s19;s10s16s20;s15s21;s11s13;d13;s16s24;s12s13;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s15;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s25;/rC:.1772,-6.2585,0;.8528,-5.5211,0;-.8004,-6.0478,0;.6786,.7423,0;.5476,-4.5633,0;;1.2916,-1.175,0;1.9631,-.4291,0;-1.1055,-5.09,0;1.6566,.5296,0;-.4331,-4.3429,0;.3065,-.9587,0;-.0633,-2.6508,0;3.631,-1.1862,0;4.6229,-.9863,0;3.2835,.528,0;2.9631,-.4326,0;2.2422,-2.0272,0;-3.0606,-4.6688,0;2.4652,2.122,0;5.9234,.1734,0;-2.0831,-4.8794,0;2.4666,1.122,0;4.9434,-.0258,0;-.7367,-3.3901,0;.9137,-2.8643,0;4.2719,.7349,0;-.3669,-1.698,0;.329,-6.7349,0;1.3411,-5.6285,0;-1.1365,-6.4179,0;.527,1.2188,0;.8854,-4.1947,0;-.4884,.107,0;1.4445,-1.651,0;3.8138,-1.6516,0;3.2047,-1.4474,0;5.1174,-1.0602,0;4.6355,-1.4861,0;3.3883,1.0169,0;2.6979,-2.2332,0;1.7866,-1.8213,0;2.0363,-2.4828,0;-3.166,-5.1576,0;-2.9553,-4.18,0;-3.5494,-4.5635,0;1.9652,2.1213,0;2.9652,2.1227,0;2.4645,2.622,0;5.8237,.6634,0;6.023,-.3166,0;6.4133,.273,0;-2.1884,-5.3682,0;-1.9778,-4.3906,0;-1.2251,-3.2834,0;

Duplicates DB06525

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06525.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06525.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06525.sdf

Formula	C₂₂H₂₇N₃O₃
MW	381.47
InChIKey	ZOBDWFRKFSPCRB-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	6
HB_Donor	1
HB_Acceptor	1
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.29
logP	4.2365
PSA	54.04
MR	117.01
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-51.45296
PM7_Total_Energy_ev	-4510.05644
PM7_Electronic_Energy_ev	-38606.89804
PM7_Dipole_Debye	1.13483
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.064
PM7_LUMO_Energy_ev	0.066
PM7_COSMO_Area_square_ang	405.35
PM7_COSMO_Volue_cubic_ang	467.36
PM7_Electron_Affinity_ev	-0.066
PM7_Ionization_Energy_ev	8.064
PM7_Energy_Gap_ev	8.13
PM7_Global_Hardness_ev	4.065
PM7_Global_Softness_ev	0.24600246002460024
PM7_Chemical_Potential_ev	-3.999
PM7_Electronigativity_ev	3.999
PM7_Back_Donation_Energy_ev	-1.01625
PM7_Electrophilicity_ev	1.9670357933579337
OPENEYE_Name	[(2~{S},4~{a}~{S},9~{R},9~{a}~{S})-2,4~{a},9-trimethyl-4,9~{a}-dihydro-3~{H}-oxazino[6,5-b]indol-6-yl] ~{N}-(2-ethylphenyl)carbamate
SMILES	c1ccc(c(c1)CC)NC(=O)Oc2ccc3c(c2)C4(CCN(OC4N3C)C)C
Canonical_SMILES	CCc1ccccc1NC(=O)Oc1ccc2c(c1)[C@]1(C)CCN(O[C@@H]1N2C)C
InChI	1/C22H27N3O3/c1-5-15-8-6-7-9-18(15)23-21(26)27-16-10-11-19-17(14-16)22(2)12-13-24(3)28-20(22)25(19)4/h6-11,14,20H,5,12-13H2,1-4H3,(H,23,26)/f/h23H
InChI_3D	1S/C22H27N3O3/c1-5-15-8-6-7-9-18(15)23-21(26)27-16-10-11-19-17(14-16)22(2)12-13-24(3)28-20(22)25(19)4/h6-11,14,20H,5,12-13H2,1-4H3,(H,23,26)/t20-,22-/m0/s1
AuxInfo	1/1/N:19,18,21,20,22,1,2,3,5,6,4,14,15,7,9,12,8,11,10,16,13,17,25,24,23,26,28,27/F:m/rA:55cCCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d4;;s7;d3;s4d8;d5s9;s6d7;;;s14;;s8s14s16;s17;;;;s9s19;s10s16s20;s15s21;s11s13;d13;s16s24;s12s13;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s15;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s25;/rC:.1772,-6.2585,0;.8528,-5.5211,0;-.8004,-6.0478,0;.6786,.7423,0;.5476,-4.5633,0;;1.2916,-1.175,0;1.9631,-.4291,0;-1.1055,-5.09,0;1.6566,.5296,0;-.4331,-4.3429,0;.3065,-.9587,0;-.0633,-2.6508,0;3.631,-1.1862,0;4.6229,-.9863,0;3.2835,.528,0;2.9631,-.4326,0;2.2422,-2.0272,0;-3.0606,-4.6688,0;2.4652,2.122,0;5.9234,.1734,0;-2.0831,-4.8794,0;2.4666,1.122,0;4.9434,-.0258,0;-.7367,-3.3901,0;.9137,-2.8643,0;4.2719,.7349,0;-.3669,-1.698,0;.329,-6.7349,0;1.3411,-5.6285,0;-1.1365,-6.4179,0;.527,1.2188,0;.8854,-4.1947,0;-.4884,.107,0;1.4445,-1.651,0;3.8138,-1.6516,0;3.2047,-1.4474,0;5.1174,-1.0602,0;4.6355,-1.4861,0;3.3883,1.0169,0;2.6979,-2.2332,0;1.7866,-1.8213,0;2.0363,-2.4828,0;-3.166,-5.1576,0;-2.9553,-4.18,0;-3.5494,-4.5635,0;1.9652,2.1213,0;2.9652,2.1227,0;2.4645,2.622,0;5.8237,.6634,0;6.023,-.3166,0;6.4133,.273,0;-2.1884,-5.3682,0;-1.9778,-4.3906,0;-1.2251,-3.2834,0;
Duplicates	DB06525
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06525.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06525.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06525.sdf