CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07945 (7453)

Formula C₂₂H₂₂N₂O₃

MW 362.43

InChIKey GKBQRPKZHUFGOB-LPDQZMHHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 5

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 1.15

logP 4.4559

PSA 85.32

MR 104.98

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -80.67221

PM7_Total_Energy_ev -4257.99205

PM7_Electronic_Energy_ev -36030.35169

PM7_Dipole_Debye 4.74541

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.441

PM7_LUMO_Energy_ev -0.672

PM7_COSMO_Area_square_ang 362.07

PM7_COSMO_Volue_cubic_ang 432.78

PM7_Electron_Affinity_ev 0.672

PM7_Ionization_Energy_ev 8.441

PM7_Energy_Gap_ev 7.769

PM7_Global_Hardness_ev 3.8845

PM7_Global_Softness_ev 0.2574333891105676

PM7_Chemical_Potential_ev -4.5565

PM7_Electronigativity_ev 4.5565

PM7_Back_Donation_Energy_ev -0.971125

PM7_Electrophilicity_ev 2.6723763997940533

OPENEYE_Name 5-[(3-carbamoylphenyl)methyl]-7,8,9,10-tetrahydro-6~{H}-cyclohepta[b]indole-4-carboxylic acid

SMILES c1cc2c3c(n(c2c(c1)C(=O)O)Cc4cccc(c4)C(=O)N)CCCCC3

Canonical_SMILES NC(=O)c1cccc(c1)Cn1c2CCCCCc2c2c1c(ccc2)C(=O)O

InChI 1/C22H22N2O3/c23-21(25)15-7-4-6-14(12-15)13-24-19-11-3-1-2-8-16(19)17-9-5-10-18(20(17)24)22(26)27/h4-7,9-10,12H,1-3,8,11,13H2,(H2,23,25)(H,26,27)/f/h26H,23H2

InChI_3D 1S/C22H22N2O3/c23-21(25)15-7-4-6-14(12-15)13-24-19-11-3-1-2-8-16(19)17-9-5-10-18(20(17)24)22(26)27/h4-7,9-10,12H,1-3,8,11,13H2,(H2,23,25)(H,26,27)

AuxInfo 1/1/N:21,19,20,2,1,6,5,17,3,4,18,7,22,12,9,11,8,10,14,13,15,16,24,23,25,26,27/E:(26,27)/F:21,19,20,2,1,6,5,17,3,4,18,7,22,12,9,11,8,10,14,13,15,16,24,23,25,27,26/rA:49nCCCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;;s3;s5d7;d4;s8;d6s7;d8s10;d11;s9;s10;s11;s14;s17;s18;s19s20;s12;s13s14s22;s15;d15;d16;s16;s1;s2;s3;s4;s5;s6;s7;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s24;s24;s27;/rC:2.1473,6.8345,0;-.8675,.4975,0;1.1691,7.0424,0;2.4563,5.8834,0;;-.8675,1.5027,0;.8675,1.5027,0;.5,6.2992,0;.8675,.4975,0;1.7872,5.1403,0;-.5,6.2992,0;0,2.0104,0;.809,5.3482,0;-.809,5.3482,0;1.7328,-.0038,0;2.0962,4.1892,0;-1.0509,7.1338,0;-1.7453,4.9968,0;-2.0469,7.2235,0;-2.6037,5.5097,0;-2.7379,6.5007,0;0,3.0104,0;0,4.7604,0;1.7313,-1.0038,0;2.5995,.495,0;1.4271,3.4461,0;3.0743,3.9813,0;2.4818,7.206,0;-1.3001,.2469,0;1.0146,7.5179,0;2.9454,5.7795,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;-1.118,7.6293,0;-.5828,7.3095,0;-1.4698,4.5795,0;-2.0908,4.6354,0;-2.4761,7.4799,0;-1.8924,7.699,0;-2.7582,5.0342,0;-3.1017,5.5545,0;-3.2061,6.325,0;-3.0134,6.9179,0;-.5,3.0104,0;.5,3.0104,0;1.298,-1.2531,0;2.164,-1.2544,0;3.2288,3.5058,0;

Duplicates DB07945

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07945.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07945.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07945.sdf

Formula	C₂₂H₂₂N₂O₃
MW	362.43
InChIKey	GKBQRPKZHUFGOB-LPDQZMHHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	5
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	1.15
logP	4.4559
PSA	85.32
MR	104.98
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-80.67221
PM7_Total_Energy_ev	-4257.99205
PM7_Electronic_Energy_ev	-36030.35169
PM7_Dipole_Debye	4.74541
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.441
PM7_LUMO_Energy_ev	-0.672
PM7_COSMO_Area_square_ang	362.07
PM7_COSMO_Volue_cubic_ang	432.78
PM7_Electron_Affinity_ev	0.672
PM7_Ionization_Energy_ev	8.441
PM7_Energy_Gap_ev	7.769
PM7_Global_Hardness_ev	3.8845
PM7_Global_Softness_ev	0.2574333891105676
PM7_Chemical_Potential_ev	-4.5565
PM7_Electronigativity_ev	4.5565
PM7_Back_Donation_Energy_ev	-0.971125
PM7_Electrophilicity_ev	2.6723763997940533
OPENEYE_Name	5-[(3-carbamoylphenyl)methyl]-7,8,9,10-tetrahydro-6~{H}-cyclohepta[b]indole-4-carboxylic acid
SMILES	c1cc2c3c(n(c2c(c1)C(=O)O)Cc4cccc(c4)C(=O)N)CCCCC3
Canonical_SMILES	NC(=O)c1cccc(c1)Cn1c2CCCCCc2c2c1c(ccc2)C(=O)O
InChI	1/C22H22N2O3/c23-21(25)15-7-4-6-14(12-15)13-24-19-11-3-1-2-8-16(19)17-9-5-10-18(20(17)24)22(26)27/h4-7,9-10,12H,1-3,8,11,13H2,(H2,23,25)(H,26,27)/f/h26H,23H2
InChI_3D	1S/C22H22N2O3/c23-21(25)15-7-4-6-14(12-15)13-24-19-11-3-1-2-8-16(19)17-9-5-10-18(20(17)24)22(26)27/h4-7,9-10,12H,1-3,8,11,13H2,(H2,23,25)(H,26,27)
AuxInfo	1/1/N:21,19,20,2,1,6,5,17,3,4,18,7,22,12,9,11,8,10,14,13,15,16,24,23,25,26,27/E:(26,27)/F:21,19,20,2,1,6,5,17,3,4,18,7,22,12,9,11,8,10,14,13,15,16,24,23,25,27,26/rA:49nCCCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;;s3;s5d7;d4;s8;d6s7;d8s10;d11;s9;s10;s11;s14;s17;s18;s19s20;s12;s13s14s22;s15;d15;d16;s16;s1;s2;s3;s4;s5;s6;s7;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s24;s24;s27;/rC:2.1473,6.8345,0;-.8675,.4975,0;1.1691,7.0424,0;2.4563,5.8834,0;;-.8675,1.5027,0;.8675,1.5027,0;.5,6.2992,0;.8675,.4975,0;1.7872,5.1403,0;-.5,6.2992,0;0,2.0104,0;.809,5.3482,0;-.809,5.3482,0;1.7328,-.0038,0;2.0962,4.1892,0;-1.0509,7.1338,0;-1.7453,4.9968,0;-2.0469,7.2235,0;-2.6037,5.5097,0;-2.7379,6.5007,0;0,3.0104,0;0,4.7604,0;1.7313,-1.0038,0;2.5995,.495,0;1.4271,3.4461,0;3.0743,3.9813,0;2.4818,7.206,0;-1.3001,.2469,0;1.0146,7.5179,0;2.9454,5.7795,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;-1.118,7.6293,0;-.5828,7.3095,0;-1.4698,4.5795,0;-2.0908,4.6354,0;-2.4761,7.4799,0;-1.8924,7.699,0;-2.7582,5.0342,0;-3.1017,5.5545,0;-3.2061,6.325,0;-3.0134,6.9179,0;-.5,3.0104,0;.5,3.0104,0;1.298,-1.2531,0;2.164,-1.2544,0;3.2288,3.5058,0;
Duplicates	DB07945
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07945.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07945.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07945.sdf