CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04892_p0 (5252)

Formula C₂₀H₂₃N₃O₂

MW 337.42

InChIKey PBHFNBQPZCRWQP-PKSOQXRJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 25

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 4

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 5

HB_Donor 1

HB_Acceptor 1

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.83

logP 3.7425

PSA 44.81

MR 106.152

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -21.84654

PM7_Total_Energy_ev -3915.84412

PM7_Electronic_Energy_ev -31462.56082

PM7_Dipole_Debye 2.45335

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.993

PM7_LUMO_Energy_ev 0.01

PM7_COSMO_Area_square_ang 360.53

PM7_COSMO_Volue_cubic_ang 411.56

PM7_Electron_Affinity_ev -0.01

PM7_Ionization_Energy_ev 7.993

PM7_Energy_Gap_ev 8.003

PM7_Global_Hardness_ev 4.0015

PM7_Global_Softness_ev 0.24990628514307134

PM7_Chemical_Potential_ev -3.9915

PM7_Electronigativity_ev 3.9915

PM7_Back_Donation_Energy_ev -1.000375

PM7_Electrophilicity_ev 1.990762495314257

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

SMILES c1ccc(cc1)NC(=O)Oc2ccc3c(c2)C4(CCN(C4N3C)C)C

Canonical_SMILES O=C(Nc1ccccc1)Oc1ccc2c(c1)[C@]1(C)CCN([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)/f/h21H

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)/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:48cCCCCCCCCCCCCCCCCCCCCNNNOOHHHHHHHHHHHHHHHHHHHHHHH/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;/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;3.0051,-1.2706,0;5.0537,.2275,0;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;3.5855,.0942,0;1.7053,1.8197,0;2.5134,2.4087,0;1.8148,2.5182,0;3.4808,-1.1164,0;2.5295,-1.4249,0;3.1594,-1.7463,0;5.3459,.6333,0;4.7616,-.1783,0;5.4595,-.0646,0;-2.5903,2.0123,0;

Duplicates DB04892_p0;DB15317_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04892_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04892_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04892_p0.sdf

Formula	C₂₀H₂₃N₃O₂
MW	337.42
InChIKey	PBHFNBQPZCRWQP-PKSOQXRJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	25
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	4
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	5
HB_Donor	1
HB_Acceptor	1
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.83
logP	3.7425
PSA	44.81
MR	106.152
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-21.84654
PM7_Total_Energy_ev	-3915.84412
PM7_Electronic_Energy_ev	-31462.56082
PM7_Dipole_Debye	2.45335
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.993
PM7_LUMO_Energy_ev	0.01
PM7_COSMO_Area_square_ang	360.53
PM7_COSMO_Volue_cubic_ang	411.56
PM7_Electron_Affinity_ev	-0.01
PM7_Ionization_Energy_ev	7.993
PM7_Energy_Gap_ev	8.003
PM7_Global_Hardness_ev	4.0015
PM7_Global_Softness_ev	0.24990628514307134
PM7_Chemical_Potential_ev	-3.9915
PM7_Electronigativity_ev	3.9915
PM7_Back_Donation_Energy_ev	-1.000375
PM7_Electrophilicity_ev	1.990762495314257
OPENEYE_Name	[(3~{S},3~{a}~{R},4~{S},8~{b}~{S})-3,4,8~{b}-trimethyl-2,3~{a}-dihydro-1~{H}-pyrrolo[2,3-b]indol-7-yl] ~{N}-phenylcarbamate
SMILES	c1ccc(cc1)NC(=O)Oc2ccc3c(c2)C4(CCN(C4N3C)C)C
Canonical_SMILES	O=C(Nc1ccccc1)Oc1ccc2c(c1)[C@]1(C)CCN([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)/f/h21H
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)/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:48cCCCCCCCCCCCCCCCCCCCCNNNOOHHHHHHHHHHHHHHHHHHHHHHH/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;/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;3.0051,-1.2706,0;5.0537,.2275,0;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;3.5855,.0942,0;1.7053,1.8197,0;2.5134,2.4087,0;1.8148,2.5182,0;3.4808,-1.1164,0;2.5295,-1.4249,0;3.1594,-1.7463,0;5.3459,.6333,0;4.7616,-.1783,0;5.4595,-.0646,0;-2.5903,2.0123,0;
Duplicates	DB04892_p0;DB15317_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04892_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04892_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04892_p0.sdf