CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00699_p7 (775)

Formula C₂₄H₂₇BrN₃O₃

MW 485.4

InChIKey YSEXMKHXIOCEJA-FVYPPENVNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 58

Number_Heavy_Atoms 31

Number_Rings 5

Number_Bonds 62

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 6

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.2

logP 4.063

PSA 57.79

MR 127.59

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 100.53275

PM7_Total_Energy_ev -4971.98034

PM7_Electronic_Energy_ev -45466.93063

PM7_Dipole_Debye 18.15213

PM7_Point_Group C1

PM7_HOMO_Energy_ev -11.073

PM7_LUMO_Energy_ev -3.424

PM7_COSMO_Area_square_ang 434.1

PM7_COSMO_Volue_cubic_ang 527.67

PM7_Electron_Affinity_ev 3.424

PM7_Ionization_Energy_ev 11.073

PM7_Energy_Gap_ev 7.649

PM7_Global_Hardness_ev 3.8245

PM7_Global_Softness_ev 0.2614720878546215

PM7_Chemical_Potential_ev -7.2485

PM7_Electronigativity_ev 7.2485

PM7_Back_Donation_Energy_ev -0.956125

PM7_Electrophilicity_ev 6.868970094129952

OPENEYE_Name [(6~{a}~{R},7~{R},9~{R},10~{a}~{S})-10~{a}-methoxy-4,7-dimethyl-6,6~{a},7,8,9,10-hexahydroindolo[4,3-fg]quinolin-7-ium-9-yl]methyl 5-bromopyridine-3-carboxylate

SMILES c1cc2c3c(cn(c3c1)C)CC4C2(CC(C[NH+]4C)COC(=O)c5cc(cnc5)Br)OC

Canonical_SMILES CO[C@]12C[C@@H](COC(=O)c3cncc(c3)Br)C[N@H+]([C@@H]1Cc1c3c2cccc3n(c1)C)C

InChI 1/C24H26BrN3O3/c1-27-13-17-8-21-24(30-3,19-5-4-6-20(27)22(17)19)9-15(12-28(21)2)14-31-23(29)16-7-18(25)11-26-10-16/h4-7,10-11,13,15,21H,8-9,12,14H2,1-3H3/p+1/fC24H27BrN3O3/h28H/q+1

InChI_3D 1S/C24H26BrN3O3/c1-27-13-17-8-21-24(30-3,19-5-4-6-20(27)22(17)19)9-15(12-28(21)2)14-31-23(29)16-7-18(25)11-26-10-16/h4-7,10-11,13,15,21H,8-9,12,14H2,1-3H3/p+1/t15-,21-,24+/m1/s1

AuxInfo 1/1/N:21,22,23,1,2,3,4,15,16,5,6,17,7,24,18,9,11,13,10,12,19,8,14,20,31,25,26,27,28,30,29/F:m/rA:58cCCCCCCCCCCCCCCCCCCCCCCCCNNN+OOOBrHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;;;d4s5;s2d8;d7s8;d3s8;s4d6;s9;s11;;;s16s17;s15;s10s16s19;;;;s18;d5s6;s7s12s21;s17s19s22;d14;s14s24;s20s23;s13;s1;s2;s3;s4;s5;s6;s7;s15;s15;s16;s16;s17;s17;s18;s19;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s27;/rC:3.5704,3.0733,0;2.6713,2.5714,0;4.4538,2.5485,0;-4.6773,.1923,0;-4.3752,-1.5163,0;-6.0059,-.9237,0;5.3194,.0131,0;3.5469,1.022,0;-4.0319,-.5715,0;2.6635,1.5469,0;3.5546,-.0001,0;4.4381,1.5218,0;-5.6626,.021,0;-3.0474,-.3959,0;2.66,-.5097,0;.8866,1.5462,0;;0,1.0273,0;1.7746,0,0;1.7733,1.0273,0;6.172,1.5452,0;-.2373,-1.8498,0;1.7749,3.7773,0;-1.7228,.72,0;-5.3639,-1.6972,0;5.3118,1.0353,0;.8866,-.5084,0;-2.4031,-1.1607,0;-2.7073,.5444,0;1.7743,2.7773,0;-6.3047,.7877,0;3.5771,3.5733,0;2.2411,2.8262,0;4.8902,2.7925,0;-4.5066,.6623,0;-4.0525,-1.8982,0;-6.4985,-1.0094,0;5.6756,-.3378,0;2.9801,-.8938,0;2.3382,-.8924,0;.5644,1.9286,0;1.2087,1.9286,0;-.1701,-.4702,0;-.4925,.0863,0;-.1729,1.4965,0;1.3419,.2505,0;6.427,1.1151,0;5.9171,1.9753,0;6.6021,1.8002,0;.146,-2.1709,0;-.6205,-1.5287,0;-.5584,-2.2331,0;1.2749,3.7776,0;2.2749,3.777,0;1.7751,4.2773,0;-1.635,.2278,0;-1.8106,1.2122,0;1.2074,-.8919,0;

Duplicates DB00699_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00699_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00699_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00699_p7.sdf

Formula	C₂₄H₂₇BrN₃O₃
MW	485.4
InChIKey	YSEXMKHXIOCEJA-FVYPPENVNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	58
Number_Heavy_Atoms	31
Number_Rings	5
Number_Bonds	62
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	6
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.2
logP	4.063
PSA	57.79
MR	127.59
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	100.53275
PM7_Total_Energy_ev	-4971.98034
PM7_Electronic_Energy_ev	-45466.93063
PM7_Dipole_Debye	18.15213
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-11.073
PM7_LUMO_Energy_ev	-3.424
PM7_COSMO_Area_square_ang	434.1
PM7_COSMO_Volue_cubic_ang	527.67
PM7_Electron_Affinity_ev	3.424
PM7_Ionization_Energy_ev	11.073
PM7_Energy_Gap_ev	7.649
PM7_Global_Hardness_ev	3.8245
PM7_Global_Softness_ev	0.2614720878546215
PM7_Chemical_Potential_ev	-7.2485
PM7_Electronigativity_ev	7.2485
PM7_Back_Donation_Energy_ev	-0.956125
PM7_Electrophilicity_ev	6.868970094129952
OPENEYE_Name	[(6~{a}~{R},7~{R},9~{R},10~{a}~{S})-10~{a}-methoxy-4,7-dimethyl-6,6~{a},7,8,9,10-hexahydroindolo[4,3-fg]quinolin-7-ium-9-yl]methyl 5-bromopyridine-3-carboxylate
SMILES	c1cc2c3c(cn(c3c1)C)CC4C2(CC(C[NH+]4C)COC(=O)c5cc(cnc5)Br)OC
Canonical_SMILES	CO[C@]12C[C@@H](COC(=O)c3cncc(c3)Br)C[N@H+]([C@@H]1Cc1c3c2cccc3n(c1)C)C
InChI	1/C24H26BrN3O3/c1-27-13-17-8-21-24(30-3,19-5-4-6-20(27)22(17)19)9-15(12-28(21)2)14-31-23(29)16-7-18(25)11-26-10-16/h4-7,10-11,13,15,21H,8-9,12,14H2,1-3H3/p+1/fC24H27BrN3O3/h28H/q+1
InChI_3D	1S/C24H26BrN3O3/c1-27-13-17-8-21-24(30-3,19-5-4-6-20(27)22(17)19)9-15(12-28(21)2)14-31-23(29)16-7-18(25)11-26-10-16/h4-7,10-11,13,15,21H,8-9,12,14H2,1-3H3/p+1/t15-,21-,24+/m1/s1
AuxInfo	1/1/N:21,22,23,1,2,3,4,15,16,5,6,17,7,24,18,9,11,13,10,12,19,8,14,20,31,25,26,27,28,30,29/F:m/rA:58cCCCCCCCCCCCCCCCCCCCCCCCCNNN+OOOBrHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;;;d4s5;s2d8;d7s8;d3s8;s4d6;s9;s11;;;s16s17;s15;s10s16s19;;;;s18;d5s6;s7s12s21;s17s19s22;d14;s14s24;s20s23;s13;s1;s2;s3;s4;s5;s6;s7;s15;s15;s16;s16;s17;s17;s18;s19;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s27;/rC:3.5704,3.0733,0;2.6713,2.5714,0;4.4538,2.5485,0;-4.6773,.1923,0;-4.3752,-1.5163,0;-6.0059,-.9237,0;5.3194,.0131,0;3.5469,1.022,0;-4.0319,-.5715,0;2.6635,1.5469,0;3.5546,-.0001,0;4.4381,1.5218,0;-5.6626,.021,0;-3.0474,-.3959,0;2.66,-.5097,0;.8866,1.5462,0;;0,1.0273,0;1.7746,0,0;1.7733,1.0273,0;6.172,1.5452,0;-.2373,-1.8498,0;1.7749,3.7773,0;-1.7228,.72,0;-5.3639,-1.6972,0;5.3118,1.0353,0;.8866,-.5084,0;-2.4031,-1.1607,0;-2.7073,.5444,0;1.7743,2.7773,0;-6.3047,.7877,0;3.5771,3.5733,0;2.2411,2.8262,0;4.8902,2.7925,0;-4.5066,.6623,0;-4.0525,-1.8982,0;-6.4985,-1.0094,0;5.6756,-.3378,0;2.9801,-.8938,0;2.3382,-.8924,0;.5644,1.9286,0;1.2087,1.9286,0;-.1701,-.4702,0;-.4925,.0863,0;-.1729,1.4965,0;1.3419,.2505,0;6.427,1.1151,0;5.9171,1.9753,0;6.6021,1.8002,0;.146,-2.1709,0;-.6205,-1.5287,0;-.5584,-2.2331,0;1.2749,3.7776,0;2.2749,3.777,0;1.7751,4.2773,0;-1.635,.2278,0;-1.8106,1.2122,0;1.2074,-.8919,0;
Duplicates	DB00699_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00699_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00699_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00699_p7.sdf