CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04892_p7 (5253)

Formula C₂₀H₂₄N₃O₂

MW 338.43

InChIKey PBHFNBQPZCRWQP-DYFFXNTINA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 49

Number_Heavy_Atoms 25

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 4

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 5

HB_Donor 2

HB_Acceptor 1

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.83

logP 3.9567

PSA 46.01

MR 107.114

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 115.30532

PM7_Total_Energy_ev -3923.19965

PM7_Electronic_Energy_ev -32158.7965

PM7_Dipole_Debye 17.43535

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.86

PM7_LUMO_Energy_ev -3.34

PM7_COSMO_Area_square_ang 358.36

PM7_COSMO_Volue_cubic_ang 420.61

PM7_Electron_Affinity_ev 3.34

PM7_Ionization_Energy_ev 10.86

PM7_Energy_Gap_ev 7.52

PM7_Global_Hardness_ev 3.76

PM7_Global_Softness_ev 0.26595744680851063

PM7_Chemical_Potential_ev -7.1

PM7_Electronigativity_ev 7.1

PM7_Back_Donation_Energy_ev -0.94

PM7_Electrophilicity_ev 6.70345744680851

OPENEYE_Name [(3~{S},3~{a}~{S},4~{S},8~{b}~{S})-3,4,8~{b}-trimethyl-1,2,3,3~{a}-tetrahydropyrrolo[2,3-b]indol-3-ium-7-yl] ~{N}-phenylcarbamate

SMILES c1ccc(cc1)NC(=O)Oc2ccc3c(c2)C4(CC[NH+](C4N3C)C)C

Canonical_SMILES O=C(Nc1ccccc1)Oc1ccc2c(c1)[C@]1(C)CC[N@@H+]([C@@H]1N2C)C

InChI 1/C20H23N3O2/c1-20-11-12-22(2)18(20)23(3)17-10-9-15(13-16(17)20)25-19(24)21-14-7-5-4-6-8-14/h4-10,13,18H,11-12H2,1-3H3,(H,21,24)/p+1/fC20H24N3O2/h21-22H/q+1

InChI_3D 1S/C20H23N3O2/c1-20-11-12-22(2)18(20)23(3)17-10-9-15(13-16(17)20)25-19(24)21-14-7-5-4-6-8-14/h4-10,13,18H,11-12H2,1-3H3,(H,21,24)/p+1/t18-,20+/m1/s1

AuxInfo 1/1/N:18,20,19,1,2,3,5,6,7,4,14,15,8,11,12,9,10,16,13,17,23,22,21,24,25/E:(5,6)(7,8)/F:m/E:m/rA:49cCCCCCCCCCCCCCCCCCCCCNN+NOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;s8;s4d9;d5s6;s7d8;;;s14;;s9s14s16;s17;;;s10s16s19;s15s16s20;s11s13;d13;s12s13;s1;s2;s3;s4;s5;s6;s7;s8;s14;s14;s15;s15;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;s23;s22;/rC:-5.2027,.014,0;-5.203,1.014,0;-4.3394,-.4908,0;.8635,-.5043,0;-4.3311,1.5144,0;-3.4676,.0095,0;;.8736,1.5067,0;1.7426,.9967,0;1.7415,-.0079,0;-3.459,1.0146,0;.0051,1.0055,0;-1.7269,1.0101,0;3.2838,2.1191,0;4.2379,1.8138,0;3.2908,.4981,0;2.6984,1.3061,0;2.1093,2.1142,0;3.2365,-1.9841,0;4.4543,-.1654,0;2.6967,-.3194,0;4.2422,.8118,0;-2.5917,1.5123,0;-1.7296,.0101,0;-.8596,1.5078,0;-5.6364,-.2348,0;-5.6357,1.2646,0;-4.3415,-.9908,0;.86,-1.0043,0;-4.3313,2.0144,0;-3.036,-.2429,0;-.4343,-.2478,0;.8754,2.0067,0;2.8497,2.3672,0;3.4852,2.5768,0;4.3397,2.3033,0;4.7354,1.7637,0;3.4432,.9743,0;1.7053,1.8197,0;2.5134,2.4087,0;1.8148,2.5182,0;3.7121,-1.8298,0;2.7609,-2.1383,0;3.3907,-2.4597,0;4.943,-.0594,0;3.9657,-.2715,0;4.5604,-.6541,0;-2.5903,2.0123,0;4.7392,.8662,0;

Duplicates DB04892_p7;DB15317_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04892_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04892_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04892_p7.sdf

Formula	C₂₀H₂₄N₃O₂
MW	338.43
InChIKey	PBHFNBQPZCRWQP-DYFFXNTINA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	49
Number_Heavy_Atoms	25
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	4
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	5
HB_Donor	2
HB_Acceptor	1
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.83
logP	3.9567
PSA	46.01
MR	107.114
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	115.30532
PM7_Total_Energy_ev	-3923.19965
PM7_Electronic_Energy_ev	-32158.7965
PM7_Dipole_Debye	17.43535
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.86
PM7_LUMO_Energy_ev	-3.34
PM7_COSMO_Area_square_ang	358.36
PM7_COSMO_Volue_cubic_ang	420.61
PM7_Electron_Affinity_ev	3.34
PM7_Ionization_Energy_ev	10.86
PM7_Energy_Gap_ev	7.52
PM7_Global_Hardness_ev	3.76
PM7_Global_Softness_ev	0.26595744680851063
PM7_Chemical_Potential_ev	-7.1
PM7_Electronigativity_ev	7.1
PM7_Back_Donation_Energy_ev	-0.94
PM7_Electrophilicity_ev	6.70345744680851
OPENEYE_Name	[(3~{S},3~{a}~{S},4~{S},8~{b}~{S})-3,4,8~{b}-trimethyl-1,2,3,3~{a}-tetrahydropyrrolo[2,3-b]indol-3-ium-7-yl] ~{N}-phenylcarbamate
SMILES	c1ccc(cc1)NC(=O)Oc2ccc3c(c2)C4(CC[NH+](C4N3C)C)C
Canonical_SMILES	O=C(Nc1ccccc1)Oc1ccc2c(c1)[C@]1(C)CC[N@@H+]([C@@H]1N2C)C
InChI	1/C20H23N3O2/c1-20-11-12-22(2)18(20)23(3)17-10-9-15(13-16(17)20)25-19(24)21-14-7-5-4-6-8-14/h4-10,13,18H,11-12H2,1-3H3,(H,21,24)/p+1/fC20H24N3O2/h21-22H/q+1
InChI_3D	1S/C20H23N3O2/c1-20-11-12-22(2)18(20)23(3)17-10-9-15(13-16(17)20)25-19(24)21-14-7-5-4-6-8-14/h4-10,13,18H,11-12H2,1-3H3,(H,21,24)/p+1/t18-,20+/m1/s1
AuxInfo	1/1/N:18,20,19,1,2,3,5,6,7,4,14,15,8,11,12,9,10,16,13,17,23,22,21,24,25/E:(5,6)(7,8)/F:m/E:m/rA:49cCCCCCCCCCCCCCCCCCCCCNN+NOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;s8;s4d9;d5s6;s7d8;;;s14;;s9s14s16;s17;;;s10s16s19;s15s16s20;s11s13;d13;s12s13;s1;s2;s3;s4;s5;s6;s7;s8;s14;s14;s15;s15;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;s23;s22;/rC:-5.2027,.014,0;-5.203,1.014,0;-4.3394,-.4908,0;.8635,-.5043,0;-4.3311,1.5144,0;-3.4676,.0095,0;;.8736,1.5067,0;1.7426,.9967,0;1.7415,-.0079,0;-3.459,1.0146,0;.0051,1.0055,0;-1.7269,1.0101,0;3.2838,2.1191,0;4.2379,1.8138,0;3.2908,.4981,0;2.6984,1.3061,0;2.1093,2.1142,0;3.2365,-1.9841,0;4.4543,-.1654,0;2.6967,-.3194,0;4.2422,.8118,0;-2.5917,1.5123,0;-1.7296,.0101,0;-.8596,1.5078,0;-5.6364,-.2348,0;-5.6357,1.2646,0;-4.3415,-.9908,0;.86,-1.0043,0;-4.3313,2.0144,0;-3.036,-.2429,0;-.4343,-.2478,0;.8754,2.0067,0;2.8497,2.3672,0;3.4852,2.5768,0;4.3397,2.3033,0;4.7354,1.7637,0;3.4432,.9743,0;1.7053,1.8197,0;2.5134,2.4087,0;1.8148,2.5182,0;3.7121,-1.8298,0;2.7609,-2.1383,0;3.3907,-2.4597,0;4.943,-.0594,0;3.9657,-.2715,0;4.5604,-.6541,0;-2.5903,2.0123,0;4.7392,.8662,0;
Duplicates	DB04892_p7;DB15317_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04892_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04892_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04892_p7.sdf