CompChem-Database: compound details

CompChem-Database: details for selected entry

DB17034_p0_t0 (13281)

Formula C₂₂H₂₅N₃O₃

MW 379.46

InChIKey BWDQBBCUWLSASG-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 55

Rotat_Bonds 12

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 6

HB_Donor 4

HB_Acceptor 3

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.64

logP 3.1144

PSA 88.59

MR 109.667

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -13.10651

PM7_Total_Energy_ev -4481.54719

PM7_Electronic_Energy_ev -37868.91801

PM7_Dipole_Debye 5.10598

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.44

PM7_LUMO_Energy_ev -0.607

PM7_COSMO_Area_square_ang 382.61

PM7_COSMO_Volue_cubic_ang 485.54

PM7_Electron_Affinity_ev 0.607

PM7_Ionization_Energy_ev 8.44

PM7_Energy_Gap_ev 7.833

PM7_Global_Hardness_ev 3.9165

PM7_Global_Softness_ev 0.25533001404315075

PM7_Chemical_Potential_ev -4.5235

PM7_Electronigativity_ev 4.5235

PM7_Back_Donation_Energy_ev -0.979125

PM7_Electrophilicity_ev 2.6122880441720926

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

SMILES c1ccc2c(c1)c(c[nH]2)CCN(Cc3ccc(cc3)C=CC(=O)NO)CCO

Canonical_SMILES OCCN(Cc1ccc(cc1)/C=C/C(=O)NO)CCc1c[nH]c2c1cccc2

InChI 1/C22H25N3O3/c26-14-13-25(12-11-19-15-23-21-4-2-1-3-20(19)21)16-18-7-5-17(6-8-18)9-10-22(27)24-28/h1-10,15,23,26,28H,11-14,16H2,(H,24,27)/f/h24H

InChI_3D 1S/C22H25N3O3/c26-14-13-25(12-11-19-15-23-21-4-2-1-3-20(19)21)16-18-7-5-17(6-8-18)9-10-22(27)24-28/h1-10,15,23,26,28H,11-14,16H2,(H,24,27)/b10-9+

AuxInfo 1/1/N:1,2,3,8,4,5,6,7,15,16,18,20,21,22,9,19,11,12,13,10,14,17,23,24,25,27,26,28/E:(5,6)(7,8)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;s2;;d3;s4d5;s6d7;d9s10;d8s10;s11;w15;s16;s13;s12;s18;;s21;s9s14;s17;s19s20s21;d17;s22;s24;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s16;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s24;s27;s28;/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;3.2858,.5023,0;1.736,-.0012,0;.9371,-6.1459,0;2.2824,-4.6519,0;2.6938,-.3125,0;1.736,1.0058,0;.2679,-6.889,0;.5769,-7.8401,0;-.0923,-8.5832,0;3.0028,-1.2636,0;2.9515,-3.9088,0;3.3117,-2.2146,0;4.5988,-3.3737,0;5.577,-3.5816,0;2.6938,1.3169,0;.2167,-9.5343,0;3.6207,-3.1657,0;-1.0704,-8.3752,0;6.5551,-3.7896,0;-.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;3.076,-5.7151,0;.868,2.0138,0;3.7858,.5023,0;-.2212,-6.785,0;1.066,-7.9441,0;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;4.4949,-3.8627,0;4.7028,-2.8846,0;5.681,-3.0926,0;5.473,-4.0707,0;2.8483,1.7924,0;.7058,-9.6382,0;6.8897,-3.418,0;-.298,-10.7529,0;

Duplicates DB17034_p0_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17034_p0_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17034_p0_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17034_p0_t0.sdf

Formula	C₂₂H₂₅N₃O₃
MW	379.46
InChIKey	BWDQBBCUWLSASG-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	55
Rotat_Bonds	12
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	6
HB_Donor	4
HB_Acceptor	3
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.64
logP	3.1144
PSA	88.59
MR	109.667
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-13.10651
PM7_Total_Energy_ev	-4481.54719
PM7_Electronic_Energy_ev	-37868.91801
PM7_Dipole_Debye	5.10598
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.44
PM7_LUMO_Energy_ev	-0.607
PM7_COSMO_Area_square_ang	382.61
PM7_COSMO_Volue_cubic_ang	485.54
PM7_Electron_Affinity_ev	0.607
PM7_Ionization_Energy_ev	8.44
PM7_Energy_Gap_ev	7.833
PM7_Global_Hardness_ev	3.9165
PM7_Global_Softness_ev	0.25533001404315075
PM7_Chemical_Potential_ev	-4.5235
PM7_Electronigativity_ev	4.5235
PM7_Back_Donation_Energy_ev	-0.979125
PM7_Electrophilicity_ev	2.6122880441720926
OPENEYE_Name	(~{E})-3-[4-[[2-hydroxyethyl-[2-(1~{H}-indol-3-yl)ethyl]amino]methyl]phenyl]prop-2-enehydroxamic acid
SMILES	c1ccc2c(c1)c(c[nH]2)CCN(Cc3ccc(cc3)C=CC(=O)NO)CCO
Canonical_SMILES	OCCN(Cc1ccc(cc1)/C=C/C(=O)NO)CCc1c[nH]c2c1cccc2
InChI	1/C22H25N3O3/c26-14-13-25(12-11-19-15-23-21-4-2-1-3-20(19)21)16-18-7-5-17(6-8-18)9-10-22(27)24-28/h1-10,15,23,26,28H,11-14,16H2,(H,24,27)/f/h24H
InChI_3D	1S/C22H25N3O3/c26-14-13-25(12-11-19-15-23-21-4-2-1-3-20(19)21)16-18-7-5-17(6-8-18)9-10-22(27)24-28/h1-10,15,23,26,28H,11-14,16H2,(H,24,27)/b10-9+
AuxInfo	1/1/N:1,2,3,8,4,5,6,7,15,16,18,20,21,22,9,19,11,12,13,10,14,17,23,24,25,27,26,28/E:(5,6)(7,8)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;s2;;d3;s4d5;s6d7;d9s10;d8s10;s11;w15;s16;s13;s12;s18;;s21;s9s14;s17;s19s20s21;d17;s22;s24;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s16;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s24;s27;s28;/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;3.2858,.5023,0;1.736,-.0012,0;.9371,-6.1459,0;2.2824,-4.6519,0;2.6938,-.3125,0;1.736,1.0058,0;.2679,-6.889,0;.5769,-7.8401,0;-.0923,-8.5832,0;3.0028,-1.2636,0;2.9515,-3.9088,0;3.3117,-2.2146,0;4.5988,-3.3737,0;5.577,-3.5816,0;2.6938,1.3169,0;.2167,-9.5343,0;3.6207,-3.1657,0;-1.0704,-8.3752,0;6.5551,-3.7896,0;-.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;3.076,-5.7151,0;.868,2.0138,0;3.7858,.5023,0;-.2212,-6.785,0;1.066,-7.9441,0;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;4.4949,-3.8627,0;4.7028,-2.8846,0;5.681,-3.0926,0;5.473,-4.0707,0;2.8483,1.7924,0;.7058,-9.6382,0;6.8897,-3.418,0;-.298,-10.7529,0;
Duplicates	DB17034_p0_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17034_p0_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17034_p0_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17034_p0_t0.sdf