CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07107_p0 (6470)

Formula C₂₃H₂₂N₄O

MW 370.45

InChIKey SGHXFHRRWFLILP-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 5

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.14

logP 4.7774

PSA 76.82

MR 112.559

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 84.688

PM7_Total_Energy_ev -4160.17918

PM7_Electronic_Energy_ev -34131.10198

PM7_Dipole_Debye 5.49552

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.493

PM7_LUMO_Energy_ev -0.943

PM7_COSMO_Area_square_ang 395.92

PM7_COSMO_Volue_cubic_ang 459.02

PM7_Electron_Affinity_ev 0.943

PM7_Ionization_Energy_ev 8.493

PM7_Energy_Gap_ev 7.55

PM7_Global_Hardness_ev 3.775

PM7_Global_Softness_ev 0.26490066225165565

PM7_Chemical_Potential_ev -4.718

PM7_Electronigativity_ev 4.718

PM7_Back_Donation_Energy_ev -0.94375

PM7_Electrophilicity_ev 2.948281324503311

OPENEYE_Name (2~{S})-1-(1~{H}-indol-3-yl)-3-[[5-[(~{E})-2-(4-pyridyl)vinyl]-3-pyridyl]oxy]propan-2-amine

SMILES c1ccc2c(c1)c(c[nH]2)CC(COc3cc(cnc3)C=Cc4ccncc4)N

Canonical_SMILES N[C@@H](Cc1c[nH]c2c1cccc2)COc1cncc(c1)/C=C/c1ccncc1

InChI 1/C23H22N4O/c24-20(12-19-14-27-23-4-2-1-3-22(19)23)16-28-21-11-18(13-26-15-21)6-5-17-7-9-25-10-8-17/h1-11,13-15,20,27H,12,16,24H2

InChI_3D 1S/C23H22N4O/c24-20(12-19-14-27-23-4-2-1-3-22(19)23)16-28-21-11-18(13-26-15-21)6-5-17-7-9-25-10-8-17/h1-11,13-15,20,27H,12,16,24H2/b6-5+/t20-/m0/s1

AuxInfo 1/0/N:1,2,3,4,19,20,5,6,8,9,7,21,10,12,11,22,14,15,16,23,18,13,17,27,24,25,26,28/E:(7,8)(9,10)/rA:50cCCCCCCCCCCCCCCCCCCCCCCCNNNNOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;;d5;s6;;;;d3;s5d6;d7s10;d12s13;d4s13;s7d11;s14;s15w19;s16;;s21s22;s8d9;d10s11;s12s17;s23;s18s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s19;s20;s21;s21;s22;s22;s23;s26;s27;s27;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;5.463,-8.872,0;7.1147,-8.3407,0;5.2182,-5.2754,0;5.7708,-9.8289,0;7.4225,-9.2976,0;6.8692,-4.7416,0;5.5815,-3.5787,0;3.2858,.5023,0;1.736,-.0012,0;6.1365,-8.1327,0;6.1954,-5.4876,0;2.6938,-.3125,0;1.736,1.0058,0;4.9078,-4.3247,0;5.8303,-7.1808,0;6.5016,-6.4396,0;3.0028,-1.2636,0;3.6207,-3.1657,0;3.3117,-2.2146,0;6.7521,-10.0465,0;6.5656,-3.7834,0;2.6938,1.3169,0;2.3607,-2.5236,0;3.9297,-4.1168,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;4.9744,-8.7658,0;7.4498,-7.9696,0;4.8831,-5.6465,0;5.4341,-10.1985,0;7.9116,-9.4016,0;7.3578,-4.8478,0;5.4264,-3.1034,0;3.7858,.5023,0;5.3416,-7.0754,0;6.9904,-6.545,0;2.5272,-1.4181,0;3.4783,-1.1091,0;3.1452,-3.3202,0;4.0962,-3.0112,0;3.7873,-2.0602,0;2.8483,1.7924,0;1.9891,-2.189,0;2.2567,-3.0127,0;

Duplicates DB07107_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07107_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07107_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07107_p0.sdf

Formula	C₂₃H₂₂N₄O
MW	370.45
InChIKey	SGHXFHRRWFLILP-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	5
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.14
logP	4.7774
PSA	76.82
MR	112.559
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	84.688
PM7_Total_Energy_ev	-4160.17918
PM7_Electronic_Energy_ev	-34131.10198
PM7_Dipole_Debye	5.49552
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.493
PM7_LUMO_Energy_ev	-0.943
PM7_COSMO_Area_square_ang	395.92
PM7_COSMO_Volue_cubic_ang	459.02
PM7_Electron_Affinity_ev	0.943
PM7_Ionization_Energy_ev	8.493
PM7_Energy_Gap_ev	7.55
PM7_Global_Hardness_ev	3.775
PM7_Global_Softness_ev	0.26490066225165565
PM7_Chemical_Potential_ev	-4.718
PM7_Electronigativity_ev	4.718
PM7_Back_Donation_Energy_ev	-0.94375
PM7_Electrophilicity_ev	2.948281324503311
OPENEYE_Name	(2~{S})-1-(1~{H}-indol-3-yl)-3-[[5-[(~{E})-2-(4-pyridyl)vinyl]-3-pyridyl]oxy]propan-2-amine
SMILES	c1ccc2c(c1)c(c[nH]2)CC(COc3cc(cnc3)C=Cc4ccncc4)N
Canonical_SMILES	N[C@@H](Cc1c[nH]c2c1cccc2)COc1cncc(c1)/C=C/c1ccncc1
InChI	1/C23H22N4O/c24-20(12-19-14-27-23-4-2-1-3-22(19)23)16-28-21-11-18(13-26-15-21)6-5-17-7-9-25-10-8-17/h1-11,13-15,20,27H,12,16,24H2
InChI_3D	1S/C23H22N4O/c24-20(12-19-14-27-23-4-2-1-3-22(19)23)16-28-21-11-18(13-26-15-21)6-5-17-7-9-25-10-8-17/h1-11,13-15,20,27H,12,16,24H2/b6-5+/t20-/m0/s1
AuxInfo	1/0/N:1,2,3,4,19,20,5,6,8,9,7,21,10,12,11,22,14,15,16,23,18,13,17,27,24,25,26,28/E:(7,8)(9,10)/rA:50cCCCCCCCCCCCCCCCCCCCCCCCNNNNOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;;d5;s6;;;;d3;s5d6;d7s10;d12s13;d4s13;s7d11;s14;s15w19;s16;;s21s22;s8d9;d10s11;s12s17;s23;s18s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s19;s20;s21;s21;s22;s22;s23;s26;s27;s27;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;5.463,-8.872,0;7.1147,-8.3407,0;5.2182,-5.2754,0;5.7708,-9.8289,0;7.4225,-9.2976,0;6.8692,-4.7416,0;5.5815,-3.5787,0;3.2858,.5023,0;1.736,-.0012,0;6.1365,-8.1327,0;6.1954,-5.4876,0;2.6938,-.3125,0;1.736,1.0058,0;4.9078,-4.3247,0;5.8303,-7.1808,0;6.5016,-6.4396,0;3.0028,-1.2636,0;3.6207,-3.1657,0;3.3117,-2.2146,0;6.7521,-10.0465,0;6.5656,-3.7834,0;2.6938,1.3169,0;2.3607,-2.5236,0;3.9297,-4.1168,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;4.9744,-8.7658,0;7.4498,-7.9696,0;4.8831,-5.6465,0;5.4341,-10.1985,0;7.9116,-9.4016,0;7.3578,-4.8478,0;5.4264,-3.1034,0;3.7858,.5023,0;5.3416,-7.0754,0;6.9904,-6.545,0;2.5272,-1.4181,0;3.4783,-1.1091,0;3.1452,-3.3202,0;4.0962,-3.0112,0;3.7873,-2.0602,0;2.8483,1.7924,0;1.9891,-2.189,0;2.2567,-3.0127,0;
Duplicates	DB07107_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07107_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07107_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07107_p0.sdf