CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12573 (10345)

Formula C₂₂H₂₂N₄O₂

MW 374.44

InChIKey IHIWYQYVBNODSV-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.98

logP 3.94898

PSA 79.94

MR 106.526

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 12.92834

PM7_Total_Energy_ev -4333.74442

PM7_Electronic_Energy_ev -35462.93577

PM7_Dipole_Debye 8.69369

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.608

PM7_LUMO_Energy_ev -0.767

PM7_COSMO_Area_square_ang 404.38

PM7_COSMO_Volue_cubic_ang 459.11

PM7_Electron_Affinity_ev 0.767

PM7_Ionization_Energy_ev 8.608

PM7_Energy_Gap_ev 7.841

PM7_Global_Hardness_ev 3.9205

PM7_Global_Softness_ev 0.255069506440505

PM7_Chemical_Potential_ev -4.6875

PM7_Electronigativity_ev 4.6875

PM7_Back_Donation_Energy_ev -0.980125

PM7_Electrophilicity_ev 2.8022772924371893

OPENEYE_Name isopropyl ~{N}-[(2~{S})-7-cyano-4-(2-pyridylmethyl)-2,3-dihydro-1~{H}-cyclopenta[b]indol-2-yl]carbamate

SMILES C(#N)c1ccc2c(c1)c3c(n2Cc4ccccn4)CC(C3)NC(=O)OC(C)C

Canonical_SMILES N#Cc1ccc2c(c1)c1C[C@@H](Cc1n2Cc1ccccn1)NC(=O)OC(C)C

InChI 1/C22H22N4O2/c1-14(2)28-22(27)25-17-10-19-18-9-15(12-23)6-7-20(18)26(21(19)11-17)13-16-5-3-4-8-24-16/h3-9,14,17H,10-11,13H2,1-2H3,(H,25,27)/f/h25H

InChI_3D 1S/C22H22N4O2/c1-14(2)28-22(27)25-17-10-19-18-9-15(12-23)6-7-20(18)26(21(19)11-17)13-16-5-3-4-8-24-16/h3-9,14,17H,10-11,13H2,1-2H3,(H,25,27)/t17-/m0/s1

AuxInfo 1/1/N:19,20,2,3,6,4,5,8,7,16,17,1,21,22,9,14,18,10,11,12,13,15,23,24,26,25,27,28/E:(1,2)/F:m/E:m/rA:50cCCCCCCCCCCCCCCCCCCCCCCNNNNOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;d4;s2;;s3;s1s4d7;s7;s10;s5d10;d11;d6;;s11;s13;s16s17;;;s14;s19s20;t1;d8s14;s12s13s21;s15s18;d15;s15s22;s2;s3;s4;s5;s6;s7;s8;s16;s16;s17;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s26;/rC:-.8596,1.5078,0;4.6058,-3.3798,0;3.9406,-4.1265,0;;.8635,-.5043,0;4.2973,-2.4286,0;.8736,1.5067,0;2.9569,-3.9198,0;.0051,1.0055,0;1.7426,.9967,0;2.6984,1.3061,0;1.7415,-.0079,0;3.2908,.4981,0;3.3136,-2.2219,0;3.8481,4.193,0;3.2838,2.1191,0;4.2422,.8118,0;4.2379,1.8138,0;2.6398,5.0918,0;3.9715,6.584,0;3.0051,-1.2706,0;3.3056,5.8379,0;-1.7243,2.0101,0;2.6384,-2.9665,0;2.6967,-.3194,0;4.5942,3.5271,0;2.8984,3.8798,0;4.0517,5.172,0;5.0951,-3.4826,0;4.0969,-4.6014,0;-.4343,-.2478,0;.86,-1.0043,0;4.6315,-2.0567,0;.8754,2.0067,0;2.6243,-4.2932,0;2.8497,2.3672,0;3.4852,2.5768,0;4.7392,.8662,0;4.3483,.3232,0;4.7354,1.7637,0;2.2667,5.4247,0;3.0128,4.7589,0;2.3068,4.7188,0;4.3445,6.2511,0;3.5984,6.9169,0;4.3044,6.957,0;2.5295,-1.4249,0;3.4808,-1.1164,0;2.9326,6.1708,0;5.069,3.6837,0;

Duplicates DB12573

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12573.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12573.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12573.sdf

Formula	C₂₂H₂₂N₄O₂
MW	374.44
InChIKey	IHIWYQYVBNODSV-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.98
logP	3.94898
PSA	79.94
MR	106.526
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	12.92834
PM7_Total_Energy_ev	-4333.74442
PM7_Electronic_Energy_ev	-35462.93577
PM7_Dipole_Debye	8.69369
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.608
PM7_LUMO_Energy_ev	-0.767
PM7_COSMO_Area_square_ang	404.38
PM7_COSMO_Volue_cubic_ang	459.11
PM7_Electron_Affinity_ev	0.767
PM7_Ionization_Energy_ev	8.608
PM7_Energy_Gap_ev	7.841
PM7_Global_Hardness_ev	3.9205
PM7_Global_Softness_ev	0.255069506440505
PM7_Chemical_Potential_ev	-4.6875
PM7_Electronigativity_ev	4.6875
PM7_Back_Donation_Energy_ev	-0.980125
PM7_Electrophilicity_ev	2.8022772924371893
OPENEYE_Name	isopropyl ~{N}-[(2~{S})-7-cyano-4-(2-pyridylmethyl)-2,3-dihydro-1~{H}-cyclopenta[b]indol-2-yl]carbamate
SMILES	C(#N)c1ccc2c(c1)c3c(n2Cc4ccccn4)CC(C3)NC(=O)OC(C)C
Canonical_SMILES	N#Cc1ccc2c(c1)c1C[C@@H](Cc1n2Cc1ccccn1)NC(=O)OC(C)C
InChI	1/C22H22N4O2/c1-14(2)28-22(27)25-17-10-19-18-9-15(12-23)6-7-20(18)26(21(19)11-17)13-16-5-3-4-8-24-16/h3-9,14,17H,10-11,13H2,1-2H3,(H,25,27)/f/h25H
InChI_3D	1S/C22H22N4O2/c1-14(2)28-22(27)25-17-10-19-18-9-15(12-23)6-7-20(18)26(21(19)11-17)13-16-5-3-4-8-24-16/h3-9,14,17H,10-11,13H2,1-2H3,(H,25,27)/t17-/m0/s1
AuxInfo	1/1/N:19,20,2,3,6,4,5,8,7,16,17,1,21,22,9,14,18,10,11,12,13,15,23,24,26,25,27,28/E:(1,2)/F:m/E:m/rA:50cCCCCCCCCCCCCCCCCCCCCCCNNNNOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;d4;s2;;s3;s1s4d7;s7;s10;s5d10;d11;d6;;s11;s13;s16s17;;;s14;s19s20;t1;d8s14;s12s13s21;s15s18;d15;s15s22;s2;s3;s4;s5;s6;s7;s8;s16;s16;s17;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s26;/rC:-.8596,1.5078,0;4.6058,-3.3798,0;3.9406,-4.1265,0;;.8635,-.5043,0;4.2973,-2.4286,0;.8736,1.5067,0;2.9569,-3.9198,0;.0051,1.0055,0;1.7426,.9967,0;2.6984,1.3061,0;1.7415,-.0079,0;3.2908,.4981,0;3.3136,-2.2219,0;3.8481,4.193,0;3.2838,2.1191,0;4.2422,.8118,0;4.2379,1.8138,0;2.6398,5.0918,0;3.9715,6.584,0;3.0051,-1.2706,0;3.3056,5.8379,0;-1.7243,2.0101,0;2.6384,-2.9665,0;2.6967,-.3194,0;4.5942,3.5271,0;2.8984,3.8798,0;4.0517,5.172,0;5.0951,-3.4826,0;4.0969,-4.6014,0;-.4343,-.2478,0;.86,-1.0043,0;4.6315,-2.0567,0;.8754,2.0067,0;2.6243,-4.2932,0;2.8497,2.3672,0;3.4852,2.5768,0;4.7392,.8662,0;4.3483,.3232,0;4.7354,1.7637,0;2.2667,5.4247,0;3.0128,4.7589,0;2.3068,4.7188,0;4.3445,6.2511,0;3.5984,6.9169,0;4.3044,6.957,0;2.5295,-1.4249,0;3.4808,-1.1164,0;2.9326,6.1708,0;5.069,3.6837,0;
Duplicates	DB12573
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12573.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12573.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12573.sdf