CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00699_p0 (774)

Formula C₂₄H₂₆BrN₃O₃

MW 484.39

InChIKey YSEXMKHXIOCEJA-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 31

Number_Rings 5

Number_Bonds 61

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 6

HB_Donor 0

HB_Acceptor 2

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.2

logP 3.8488

PSA 56.59

MR 126.627

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -25.46991

PM7_Total_Energy_ev -4964.14187

PM7_Electronic_Energy_ev -44964.14696

PM7_Dipole_Debye 5.4869

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.148

PM7_LUMO_Energy_ev -1.239

PM7_COSMO_Area_square_ang 435.12

PM7_COSMO_Volue_cubic_ang 523.71

PM7_Electron_Affinity_ev 1.239

PM7_Ionization_Energy_ev 8.148

PM7_Energy_Gap_ev 6.909

PM7_Global_Hardness_ev 3.4545

PM7_Global_Softness_ev 0.28947749312490956

PM7_Chemical_Potential_ev -4.6935

PM7_Electronigativity_ev 4.6935

PM7_Back_Donation_Energy_ev -0.863625

PM7_Electrophilicity_ev 3.188441489361702

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

SMILES c1cc2c3c(cn(c3c1)C)CC4C2(CC(CN4C)COC(=O)c5cc(cnc5)Br)OC

Canonical_SMILES CO[C@]12C[C@@H](COC(=O)c3cncc(c3)Br)CN([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

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/t15-,21-,24+/m1/s1

AuxInfo 1/0/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/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOBrHHHHHHHHHHHHHHHHHHHHHHHHHH/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;/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;.8863,-1.5084,0;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;1.3863,-1.5086,0;.3863,-1.5082,0;.8861,-2.0084,0;1.2749,3.7776,0;2.2749,3.777,0;1.7751,4.2773,0;-1.635,.2278,0;-1.8106,1.2122,0;

Duplicates DB00699_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00699_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00699_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00699_p0.sdf

Formula	C₂₄H₂₆BrN₃O₃
MW	484.39
InChIKey	YSEXMKHXIOCEJA-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	31
Number_Rings	5
Number_Bonds	61
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	6
HB_Donor	0
HB_Acceptor	2
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.2
logP	3.8488
PSA	56.59
MR	126.627
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-25.46991
PM7_Total_Energy_ev	-4964.14187
PM7_Electronic_Energy_ev	-44964.14696
PM7_Dipole_Debye	5.4869
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.148
PM7_LUMO_Energy_ev	-1.239
PM7_COSMO_Area_square_ang	435.12
PM7_COSMO_Volue_cubic_ang	523.71
PM7_Electron_Affinity_ev	1.239
PM7_Ionization_Energy_ev	8.148
PM7_Energy_Gap_ev	6.909
PM7_Global_Hardness_ev	3.4545
PM7_Global_Softness_ev	0.28947749312490956
PM7_Chemical_Potential_ev	-4.6935
PM7_Electronigativity_ev	4.6935
PM7_Back_Donation_Energy_ev	-0.863625
PM7_Electrophilicity_ev	3.188441489361702
OPENEYE_Name	[(6~{a}~{R},7~{R},9~{R},10~{a}~{S})-10~{a}-methoxy-4,7-dimethyl-6~{a},8,9,10-tetrahydro-6~{H}-indolo[4,3-fg]quinolin-9-yl]methyl 5-bromopyridine-3-carboxylate
SMILES	c1cc2c3c(cn(c3c1)C)CC4C2(CC(CN4C)COC(=O)c5cc(cnc5)Br)OC
Canonical_SMILES	CO[C@]12C[C@@H](COC(=O)c3cncc(c3)Br)CN([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
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/t15-,21-,24+/m1/s1
AuxInfo	1/0/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/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOBrHHHHHHHHHHHHHHHHHHHHHHHHHH/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;/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;.8863,-1.5084,0;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;1.3863,-1.5086,0;.3863,-1.5082,0;.8861,-2.0084,0;1.2749,3.7776,0;2.2749,3.777,0;1.7751,4.2773,0;-1.635,.2278,0;-1.8106,1.2122,0;
Duplicates	DB00699_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00699_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00699_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00699_p0.sdf