CompChem-Database: compound details

CompChem-Database: details for selected entry

DB09488_p0 (9003)

Formula C₂₂H₂₄N₂O₂

MW 348.44

InChIKey PWACSDKDOHSSQD-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 52

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 4

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 3.65

logP 3.9532

PSA 53.43

MR 109.183

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -7.68006

PM7_Total_Energy_ev -3988.12672

PM7_Electronic_Energy_ev -32070.15406

PM7_Dipole_Debye 3.59519

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.898

PM7_LUMO_Energy_ev -1.075

PM7_COSMO_Area_square_ang 392.94

PM7_COSMO_Volue_cubic_ang 445.51

PM7_Electron_Affinity_ev 1.075

PM7_Ionization_Energy_ev 8.898

PM7_Energy_Gap_ev 7.823

PM7_Global_Hardness_ev 3.9115

PM7_Global_Softness_ev 0.25565639780135496

PM7_Chemical_Potential_ev -4.9865

PM7_Electronigativity_ev 4.9865

PM7_Back_Donation_Energy_ev -0.977875

PM7_Electrophilicity_ev 3.1784714623545955

OPENEYE_Name (~{E})-3-[6-[(~{E})-1-(p-tolyl)-3-pyrrolidin-1-yl-prop-1-enyl]-2-pyridyl]prop-2-enoic acid

SMILES c1cc(nc(c1)C(=CCN2CCCC2)c3ccc(cc3)C)C=CC(=O)O

Canonical_SMILES OC(=O)/C=C/c1cccc(n1)/C(=C/CN1CCCC1)/c1ccc(cc1)C

InChI 1/C22H24N2O2/c1-17-7-9-18(10-8-17)20(13-16-24-14-2-3-15-24)21-6-4-5-19(23-21)11-12-22(25)26/h4-13H,2-3,14-16H2,1H3,(H,25,26)/f/h25H

InChI_3D 1S/C22H24N2O2/c1-17-7-9-18(10-8-17)20(13-16-24-14-2-3-15-24)21-6-4-5-19(23-21)11-12-22(25)26/h4-13H,2-3,14-16H2,1H3,(H,25,26)/b12-11+,20-13+

AuxInfo 1/1/N:21,17,18,1,6,7,4,5,2,3,12,13,14,19,20,22,9,8,10,15,11,16,23,24,25,26/E:(2,3)(7,8)(9,10)(14,15)(25,26)/F:21,17,18,1,6,7,4,5,2,3,12,13,14,19,20,22,9,8,10,15,11,16,23,24,26,25/E:(2,3)(7,8)(9,10)(14,15)/rA:50nCCCCCCCCCCCCCCCCCCCCCCNNOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;d1;s1;s2d3;s4d5;s6;d7;s10;w12;;s8s11w14;s13;;s17;s17;s18;s9;s14;d10s11;s19s20s22;d16;s16;s1;s2;s3;s4;s5;s6;s7;s12;s13;s14;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s21;s22;s22;s26;/rC:;4.114,1.6206,0;3.2421,.1207,0;4.9831,1.1155,0;4.1111,-.3845,0;-.8675,.4975,0;.8675,.4975,0;3.248,1.1207,0;4.986,.1103,0;-.8675,1.5027,0;.8675,1.5027,0;-2.3856,2.3732,0;-3.2502,1.8707,0;1.7379,3.0001,0;1.735,2.0001,0;-4.1177,2.3681,0;-1.0713,5.2151,0;-1.5759,4.35,0;-.0947,5.0003,0;-.9109,3.6011,0;5.8506,-.3922,0;.8734,3.5027,0;0,2.0104,0;.0089,4.0052,0;-4.1206,3.3681,0;-4.9822,1.8656,0;0,-.5,0;4.1148,2.1206,0;2.808,-.1274,0;5.4161,1.3655,0;4.1082,-.8845,0;-1.3001,.2469,0;1.3001,.2469,0;-2.3871,2.8732,0;-3.2487,1.3707,0;2.1717,3.2489,0;-1.5269,5.4209,0;-.9138,5.6897,0;-1.9127,3.9805,0;-1.9788,4.6461,0;-.0399,5.4972,0;.4053,4.9987,0;-.6633,3.1667,0;-1.3172,3.3097,0;6.1019,.0401,0;5.5993,-.8245,0;6.2829,-.6435,0;.6221,3.0704,0;1.1247,3.935,0;-5.416,2.1143,0;

Duplicates DB09488_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/DB09488_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/DB09488_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/DB09488_p0.sdf

Formula	C₂₂H₂₄N₂O₂
MW	348.44
InChIKey	PWACSDKDOHSSQD-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	52
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	4
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	3.65
logP	3.9532
PSA	53.43
MR	109.183
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-7.68006
PM7_Total_Energy_ev	-3988.12672
PM7_Electronic_Energy_ev	-32070.15406
PM7_Dipole_Debye	3.59519
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.898
PM7_LUMO_Energy_ev	-1.075
PM7_COSMO_Area_square_ang	392.94
PM7_COSMO_Volue_cubic_ang	445.51
PM7_Electron_Affinity_ev	1.075
PM7_Ionization_Energy_ev	8.898
PM7_Energy_Gap_ev	7.823
PM7_Global_Hardness_ev	3.9115
PM7_Global_Softness_ev	0.25565639780135496
PM7_Chemical_Potential_ev	-4.9865
PM7_Electronigativity_ev	4.9865
PM7_Back_Donation_Energy_ev	-0.977875
PM7_Electrophilicity_ev	3.1784714623545955
OPENEYE_Name	(~{E})-3-[6-[(~{E})-1-(p-tolyl)-3-pyrrolidin-1-yl-prop-1-enyl]-2-pyridyl]prop-2-enoic acid
SMILES	c1cc(nc(c1)C(=CCN2CCCC2)c3ccc(cc3)C)C=CC(=O)O
Canonical_SMILES	OC(=O)/C=C/c1cccc(n1)/C(=C/CN1CCCC1)/c1ccc(cc1)C
InChI	1/C22H24N2O2/c1-17-7-9-18(10-8-17)20(13-16-24-14-2-3-15-24)21-6-4-5-19(23-21)11-12-22(25)26/h4-13H,2-3,14-16H2,1H3,(H,25,26)/f/h25H
InChI_3D	1S/C22H24N2O2/c1-17-7-9-18(10-8-17)20(13-16-24-14-2-3-15-24)21-6-4-5-19(23-21)11-12-22(25)26/h4-13H,2-3,14-16H2,1H3,(H,25,26)/b12-11+,20-13+
AuxInfo	1/1/N:21,17,18,1,6,7,4,5,2,3,12,13,14,19,20,22,9,8,10,15,11,16,23,24,25,26/E:(2,3)(7,8)(9,10)(14,15)(25,26)/F:21,17,18,1,6,7,4,5,2,3,12,13,14,19,20,22,9,8,10,15,11,16,23,24,26,25/E:(2,3)(7,8)(9,10)(14,15)/rA:50nCCCCCCCCCCCCCCCCCCCCCCNNOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;d1;s1;s2d3;s4d5;s6;d7;s10;w12;;s8s11w14;s13;;s17;s17;s18;s9;s14;d10s11;s19s20s22;d16;s16;s1;s2;s3;s4;s5;s6;s7;s12;s13;s14;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s21;s22;s22;s26;/rC:;4.114,1.6206,0;3.2421,.1207,0;4.9831,1.1155,0;4.1111,-.3845,0;-.8675,.4975,0;.8675,.4975,0;3.248,1.1207,0;4.986,.1103,0;-.8675,1.5027,0;.8675,1.5027,0;-2.3856,2.3732,0;-3.2502,1.8707,0;1.7379,3.0001,0;1.735,2.0001,0;-4.1177,2.3681,0;-1.0713,5.2151,0;-1.5759,4.35,0;-.0947,5.0003,0;-.9109,3.6011,0;5.8506,-.3922,0;.8734,3.5027,0;0,2.0104,0;.0089,4.0052,0;-4.1206,3.3681,0;-4.9822,1.8656,0;0,-.5,0;4.1148,2.1206,0;2.808,-.1274,0;5.4161,1.3655,0;4.1082,-.8845,0;-1.3001,.2469,0;1.3001,.2469,0;-2.3871,2.8732,0;-3.2487,1.3707,0;2.1717,3.2489,0;-1.5269,5.4209,0;-.9138,5.6897,0;-1.9127,3.9805,0;-1.9788,4.6461,0;-.0399,5.4972,0;.4053,4.9987,0;-.6633,3.1667,0;-1.3172,3.3097,0;6.1019,.0401,0;5.5993,-.8245,0;6.2829,-.6435,0;.6221,3.0704,0;1.1247,3.935,0;-5.416,2.1143,0;
Duplicates	DB09488_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/DB09488_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/DB09488_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/DB09488_p0.sdf