CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06603_p0_t0 (5943)

Formula C₂₁H₂₃N₃O₂

MW 349.43

InChIKey FPOHNWQLNRZRFC-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 51

Rotat_Bonds 9

Unbranched_Chain 4

Chiral_Centers 0

ONatoms 5

HB_Donor 4

HB_Acceptor 2

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.49

logP 4.109

PSA 77.15

MR 103.763

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 25.0922

PM7_Total_Energy_ev -4036.94695

PM7_Electronic_Energy_ev -29597.82118

PM7_Dipole_Debye 6.21173

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.351

PM7_LUMO_Energy_ev -0.754

PM7_COSMO_Area_square_ang 403.65

PM7_COSMO_Volue_cubic_ang 435.94

PM7_Electron_Affinity_ev 0.754

PM7_Ionization_Energy_ev 8.351

PM7_Energy_Gap_ev 7.597

PM7_Global_Hardness_ev 3.7985

PM7_Global_Softness_ev 0.2632618138738976

PM7_Chemical_Potential_ev -4.5525

PM7_Electronigativity_ev 4.5525

PM7_Back_Donation_Energy_ev -0.949625

PM7_Electrophilicity_ev 2.7280842766881666

OPENEYE_Name (~{E})-3-[4-[[2-(2-methyl-1~{H}-indol-3-yl)ethylamino]methyl]phenyl]prop-2-enehydroxamic acid

SMILES c1ccc2c(c1)c(c([nH]2)C)CCNCc3ccc(cc3)C=CC(=O)NO

Canonical_SMILES ONC(=O)/C=C/c1ccc(cc1)CNCCc1c(C)[nH]c2c1cccc2

InChI 1/C21H23N3O2/c1-15-18(19-4-2-3-5-20(19)23-15)12-13-22-14-17-8-6-16(7-9-17)10-11-21(25)24-26/h2-11,22-23,26H,12-14H2,1H3,(H,24,25)/f/h24H

InChI_3D 1S/C21H23N3O2/c1-15-18(19-4-2-3-5-20(19)23-15)12-13-22-14-17-8-6-16(7-9-17)10-11-21(25)24-26/h2-11,22-23,26H,12-14H2,1H3,(H,24,25)/b11-10+

AuxInfo 1/1/N:18,1,2,3,8,4,5,6,7,15,16,19,21,20,14,10,11,12,9,13,17,24,22,23,25,26/E:(6,7)(8,9)/F:m/E:m/rA:49nCCCCCCCCCCCCCCCCCCCCCNNNOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;s2;d3;s4d5;s6d7;s9;d8s9;d12;s10;w15;s16;s14;s12;s11;s19;s13s14;s17;s20s21;d17;s23;s1;s2;s3;s4;s5;s6;s7;s8;s15;s16;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s24;s26;/rC:;0,1.0058,0;.868,-.4978,0;.6253,-5.1957,0;1.9146,-6.3567,0;1.298,-4.4487,0;2.5873,-5.6097,0;.868,1.5138,0;1.736,-.0012,0;.9371,-6.1459,0;2.2824,-4.6519,0;2.6938,-.3125,0;1.736,1.0058,0;3.2858,.5023,0;.2679,-6.889,0;.5769,-7.8401,0;-.0923,-8.5832,0;4.2858,.5024,0;3.0028,-1.2636,0;2.9515,-3.9088,0;3.3117,-2.2146,0;2.6938,1.3169,0;.2167,-9.5343,0;3.6207,-3.1657,0;-1.0704,-8.3752,0;-.4525,-10.2774,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.1361,-5.0924,0;2.0684,-6.8325,0;1.1421,-3.9736,0;3.0761,-5.7151,0;.868,2.0138,0;-.2212,-6.785,0;1.066,-7.9441,0;4.2858,1.0024,0;4.2858,.0024,0;4.7858,.5024,0;3.4783,-1.1091,0;2.5272,-1.4181,0;2.58,-3.5742,0;3.3231,-4.2434,0;3.7873,-2.0602,0;2.8362,-2.3691,0;2.8483,1.7924,0;.7058,-9.6382,0;4.1098,-3.2697,0;-.298,-10.7529,0;

Duplicates DB06603_p0_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06603_p0_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06603_p0_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06603_p0_t0.sdf

Formula	C₂₁H₂₃N₃O₂
MW	349.43
InChIKey	FPOHNWQLNRZRFC-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	51
Rotat_Bonds	9
Unbranched_Chain	4
Chiral_Centers	0
ONatoms	5
HB_Donor	4
HB_Acceptor	2
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.49
logP	4.109
PSA	77.15
MR	103.763
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	25.0922
PM7_Total_Energy_ev	-4036.94695
PM7_Electronic_Energy_ev	-29597.82118
PM7_Dipole_Debye	6.21173
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.351
PM7_LUMO_Energy_ev	-0.754
PM7_COSMO_Area_square_ang	403.65
PM7_COSMO_Volue_cubic_ang	435.94
PM7_Electron_Affinity_ev	0.754
PM7_Ionization_Energy_ev	8.351
PM7_Energy_Gap_ev	7.597
PM7_Global_Hardness_ev	3.7985
PM7_Global_Softness_ev	0.2632618138738976
PM7_Chemical_Potential_ev	-4.5525
PM7_Electronigativity_ev	4.5525
PM7_Back_Donation_Energy_ev	-0.949625
PM7_Electrophilicity_ev	2.7280842766881666
OPENEYE_Name	(~{E})-3-[4-[[2-(2-methyl-1~{H}-indol-3-yl)ethylamino]methyl]phenyl]prop-2-enehydroxamic acid
SMILES	c1ccc2c(c1)c(c([nH]2)C)CCNCc3ccc(cc3)C=CC(=O)NO
Canonical_SMILES	ONC(=O)/C=C/c1ccc(cc1)CNCCc1c(C)[nH]c2c1cccc2
InChI	1/C21H23N3O2/c1-15-18(19-4-2-3-5-20(19)23-15)12-13-22-14-17-8-6-16(7-9-17)10-11-21(25)24-26/h2-11,22-23,26H,12-14H2,1H3,(H,24,25)/f/h24H
InChI_3D	1S/C21H23N3O2/c1-15-18(19-4-2-3-5-20(19)23-15)12-13-22-14-17-8-6-16(7-9-17)10-11-21(25)24-26/h2-11,22-23,26H,12-14H2,1H3,(H,24,25)/b11-10+
AuxInfo	1/1/N:18,1,2,3,8,4,5,6,7,15,16,19,21,20,14,10,11,12,9,13,17,24,22,23,25,26/E:(6,7)(8,9)/F:m/E:m/rA:49nCCCCCCCCCCCCCCCCCCCCCNNNOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;s2;d3;s4d5;s6d7;s9;d8s9;d12;s10;w15;s16;s14;s12;s11;s19;s13s14;s17;s20s21;d17;s23;s1;s2;s3;s4;s5;s6;s7;s8;s15;s16;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s24;s26;/rC:;0,1.0058,0;.868,-.4978,0;.6253,-5.1957,0;1.9146,-6.3567,0;1.298,-4.4487,0;2.5873,-5.6097,0;.868,1.5138,0;1.736,-.0012,0;.9371,-6.1459,0;2.2824,-4.6519,0;2.6938,-.3125,0;1.736,1.0058,0;3.2858,.5023,0;.2679,-6.889,0;.5769,-7.8401,0;-.0923,-8.5832,0;4.2858,.5024,0;3.0028,-1.2636,0;2.9515,-3.9088,0;3.3117,-2.2146,0;2.6938,1.3169,0;.2167,-9.5343,0;3.6207,-3.1657,0;-1.0704,-8.3752,0;-.4525,-10.2774,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.1361,-5.0924,0;2.0684,-6.8325,0;1.1421,-3.9736,0;3.0761,-5.7151,0;.868,2.0138,0;-.2212,-6.785,0;1.066,-7.9441,0;4.2858,1.0024,0;4.2858,.0024,0;4.7858,.5024,0;3.4783,-1.1091,0;2.5272,-1.4181,0;2.58,-3.5742,0;3.3231,-4.2434,0;3.7873,-2.0602,0;2.8362,-2.3691,0;2.8483,1.7924,0;.7058,-9.6382,0;4.1098,-3.2697,0;-.298,-10.7529,0;
Duplicates	DB06603_p0_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06603_p0_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06603_p0_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06603_p0_t0.sdf