NPASS drugs

Drug Information

Drug ID:	NPD5680
Drug Name:
Molecular Formula:	C23H30N6O
Canonical SMILES:	[N-]=[N+]=Nc1ccc2c(c1)[nH]c1c(c2=NC(CCCN(CC)CC)C)cc(cc1)OC
Standard InCHI:	InChI=1S/C23H30N6O/c1-5-29(6-2)13-7-8-16(3)25-23-19-11-9-17(27-28-24)14-22(19)26-21-12-10-18(30-4)15-20(21)23/h9-12,14-16H,5-8,13H2,1-4H3,(H,25,26)
Standard InCHIKey:	OJZRYFDOXJOKNZ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5680

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	360
0.1-0.2	2267
0.2-0.3	10045
0.3-0.4	2773
0.4-0.5	10659
0.5-0.6	3664
0.6-0.7	1069
0.7-0.8	53
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7892	NPC329793
Intermediate Similarity	0.7617	NPC471304
Intermediate Similarity	0.7556	NPC176127
Intermediate Similarity	0.7513	NPC329747
Intermediate Similarity	0.7485	NPC26850
Intermediate Similarity	0.7472	NPC473432
Intermediate Similarity	0.7459	NPC92111
Intermediate Similarity	0.7416	NPC312872
Intermediate Similarity	0.7412	NPC26872
Intermediate Similarity	0.7411	NPC478074
Intermediate Similarity	0.7405	NPC76748
Intermediate Similarity	0.7398	NPC208284
Intermediate Similarity	0.7351	NPC296527
Intermediate Similarity	0.735	NPC96321
Intermediate Similarity	0.733	NPC315957
Intermediate Similarity	0.7287	NPC307963
Intermediate Similarity	0.724	NPC176538
Intermediate Similarity	0.7238	NPC285941
Intermediate Similarity	0.7216	NPC223427
Intermediate Similarity	0.7216	NPC118511
Intermediate Similarity	0.72	NPC93653
Intermediate Similarity	0.7179	NPC118832
Intermediate Similarity	0.7179	NPC329708
Intermediate Similarity	0.7179	NPC165349
Intermediate Similarity	0.7179	NPC264166
Intermediate Similarity	0.7179	NPC274291
Intermediate Similarity	0.7179	NPC47059
Intermediate Similarity	0.7175	NPC70172
Intermediate Similarity	0.7175	NPC24954
Intermediate Similarity	0.7165	NPC52801
Intermediate Similarity	0.7159	NPC315498
Intermediate Similarity	0.7159	NPC230942
Intermediate Similarity	0.7159	NPC177404
Intermediate Similarity	0.7158	NPC131017
Intermediate Similarity	0.7157	NPC475910
Intermediate Similarity	0.7143	NPC472111
Intermediate Similarity	0.7128	NPC162484
Intermediate Similarity	0.7112	NPC21425
Intermediate Similarity	0.7111	NPC85482
Intermediate Similarity	0.71	NPC94157
Intermediate Similarity	0.7074	NPC242928
Intermediate Similarity	0.7071	NPC476465
Intermediate Similarity	0.7071	NPC477111
Intermediate Similarity	0.7065	NPC70092
Intermediate Similarity	0.7059	NPC204385
Intermediate Similarity	0.7043	NPC84478
Intermediate Similarity	0.7039	NPC280272
Intermediate Similarity	0.7031	NPC251090
Intermediate Similarity	0.7027	NPC190461
Intermediate Similarity	0.7027	NPC206201
Intermediate Similarity	0.7024	NPC472099
Intermediate Similarity	0.7021	NPC66083
Intermediate Similarity	0.7005	NPC285558
Remote Similarity	0.6986	NPC478078
Remote Similarity	0.6974	NPC249040
Remote Similarity	0.697	NPC477113
Remote Similarity	0.6968	NPC33902
Remote Similarity	0.6968	NPC276674
Remote Similarity	0.6963	NPC133140
Remote Similarity	0.6963	NPC195268
Remote Similarity	0.6952	NPC311906
Remote Similarity	0.6935	NPC478075
Remote Similarity	0.6935	NPC193777
Remote Similarity	0.6934	NPC474192
Remote Similarity	0.6934	NPC475720
Remote Similarity	0.6932	NPC315257
Remote Similarity	0.6931	NPC472098
Remote Similarity	0.6927	NPC203972
Remote Similarity	0.6927	NPC473041
Remote Similarity	0.6923	NPC470925
Remote Similarity	0.6919	NPC475070
Remote Similarity	0.6918	NPC471315
Remote Similarity	0.6918	NPC471314
Remote Similarity	0.6915	NPC249405
Remote Similarity	0.6914	NPC476568
Remote Similarity	0.6901	NPC180504
Remote Similarity	0.6897	NPC469592
Remote Similarity	0.6897	NPC266931
Remote Similarity	0.6897	NPC471080
Remote Similarity	0.6895	NPC477186
Remote Similarity	0.6891	NPC198401
Remote Similarity	0.6888	NPC138830
Remote Similarity	0.6875	NPC217277
Remote Similarity	0.6872	NPC216816
Remote Similarity	0.6872	NPC72211
Remote Similarity	0.6866	NPC201697
Remote Similarity	0.6864	NPC314682
Remote Similarity	0.686	NPC132642
Remote Similarity	0.6859	NPC5630
Remote Similarity	0.6856	NPC70259
Remote Similarity	0.6856	NPC194967
Remote Similarity	0.6845	NPC474798
Remote Similarity	0.6837	NPC476582
Remote Similarity	0.6837	NPC4071
Remote Similarity	0.6837	NPC476578
Remote Similarity	0.6837	NPC287437
Remote Similarity	0.6834	NPC475147
Remote Similarity	0.6829	NPC469928
Remote Similarity	0.6828	NPC88363
Remote Similarity	0.6825	NPC157931
Remote Similarity	0.6824	NPC188163
Remote Similarity	0.6824	NPC474915
Remote Similarity	0.6824	NPC328750
Remote Similarity	0.6824	NPC213206
Remote Similarity	0.6823	NPC22476
Remote Similarity	0.6821	NPC243834
Remote Similarity	0.6821	NPC314948
Remote Similarity	0.6821	NPC70956
Remote Similarity	0.6816	NPC82548
Remote Similarity	0.6809	NPC98197
Remote Similarity	0.6806	NPC320088
Remote Similarity	0.6804	NPC205934
Remote Similarity	0.6804	NPC43787
Remote Similarity	0.6802	NPC19872
Remote Similarity	0.68	NPC300156
Remote Similarity	0.68	NPC207824
Remote Similarity	0.68	NPC45190
Remote Similarity	0.68	NPC60538
Remote Similarity	0.6793	NPC259545
Remote Similarity	0.6791	NPC24802
Remote Similarity	0.6791	NPC287588
Remote Similarity	0.6789	NPC477066
Remote Similarity	0.6789	NPC171171
Remote Similarity	0.6789	NPC476250
Remote Similarity	0.6788	NPC79213
Remote Similarity	0.6784	NPC245816
Remote Similarity	0.6784	NPC476138
Remote Similarity	0.6782	NPC473181
Remote Similarity	0.6782	NPC476116
Remote Similarity	0.6774	NPC283152
Remote Similarity	0.6771	NPC312531
Remote Similarity	0.6768	NPC267423
Remote Similarity	0.6768	NPC232727
Remote Similarity	0.6765	NPC48353
Remote Similarity	0.6763	NPC469594
Remote Similarity	0.676	NPC170503
Remote Similarity	0.676	NPC203784
Remote Similarity	0.676	NPC126519
Remote Similarity	0.6758	NPC478082
Remote Similarity	0.6758	NPC473540
Remote Similarity	0.6758	NPC478081
Remote Similarity	0.6758	NPC477067
Remote Similarity	0.6751	NPC212163
Remote Similarity	0.6751	NPC128823
Remote Similarity	0.675	NPC476581
Remote Similarity	0.675	NPC16452
Remote Similarity	0.675	NPC36229
Remote Similarity	0.6749	NPC199667
Remote Similarity	0.6749	NPC167860
Remote Similarity	0.6749	NPC123976
Remote Similarity	0.6748	NPC148183
Remote Similarity	0.6748	NPC477110
Remote Similarity	0.6748	NPC152768
Remote Similarity	0.6743	NPC475816
Remote Similarity	0.674	NPC159319
Remote Similarity	0.6738	NPC232340
Remote Similarity	0.6735	NPC478049
Remote Similarity	0.6734	NPC199277
Remote Similarity	0.6734	NPC135887
Remote Similarity	0.6732	NPC162530
Remote Similarity	0.6723	NPC277669
Remote Similarity	0.6723	NPC76213
Remote Similarity	0.6719	NPC246700
Remote Similarity	0.6717	NPC477019
Remote Similarity	0.6717	NPC127178
Remote Similarity	0.6717	NPC234197
Remote Similarity	0.6716	NPC474145
Remote Similarity	0.6716	NPC475841
Remote Similarity	0.6715	NPC305984
Remote Similarity	0.6707	NPC184437
Remote Similarity	0.6707	NPC325568
Remote Similarity	0.6704	NPC187022
Remote Similarity	0.6704	NPC80129
Remote Similarity	0.6702	NPC222592
Remote Similarity	0.6702	NPC168486
Remote Similarity	0.6701	NPC99666
Remote Similarity	0.67	NPC473460
Remote Similarity	0.67	NPC469589
Remote Similarity	0.67	NPC475133
Remote Similarity	0.67	NPC475774
Remote Similarity	0.6685	NPC477888
Remote Similarity	0.6684	NPC13880
Remote Similarity	0.6684	NPC179704
Remote Similarity	0.6684	NPC474904
Remote Similarity	0.6684	NPC204717
Remote Similarity	0.6684	NPC471593
Remote Similarity	0.6683	NPC295676
Remote Similarity	0.6683	NPC473180
Remote Similarity	0.6683	NPC476044
Remote Similarity	0.6683	NPC31930
Remote Similarity	0.6682	NPC295228
Remote Similarity	0.6667	NPC185838
Remote Similarity	0.6667	NPC116096
Remote Similarity	0.6667	NPC269449
Remote Similarity	0.6667	NPC473185
Remote Similarity	0.6667	NPC13397
Remote Similarity	0.6667	NPC471321
Remote Similarity	0.6667	NPC471306
Remote Similarity	0.665	NPC474077
Remote Similarity	0.665	NPC475085

Drug Structure

NPD5680 OpenBabel08211708292D 31 33 0 0 1 0 0 0 0 0999 V2000 -1.7321 8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 N 0 5 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 -2.5981 6.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 16 1 0 0 0 0 4 30 1 0 0 0 0 5 29 1 0 0 0 0 6 29 1 0 0 0 0 7 8 1 0 0 0 0 7 13 1 0 0 0 0 8 16 1 0 0 0 0 9 11 2 0 0 0 0 9 17 1 0 0 0 0 10 12 2 0 0 0 0 10 18 1 0 0 0 0 11 19 1 0 0 0 0 12 21 1 0 0 0 0 13 29 1 0 0 0 0 14 17 2 0 0 0 0 14 22 1 0 0 0 0 15 18 2 0 0 0 0 15 20 1 0 0 0 0 16 25 1 0 0 0 0 17 27 1 0 0 0 0 18 30 1 0 0 0 0 19 22 2 0 0 0 0 19 23 1 0 0 0 0 20 21 2 0 0 0 0 20 23 1 0 0 0 0 21 26 1 0 0 0 0 22 26 1 0 0 0 0 23 25 2 3 0 0 0 24 28 2 0 0 0 0 26 31 1 0 0 0 0 27 28 2 0 0 0 0 M CHG 2 24 -1 28 1 M END $$$$

External Identifiers

TTD	DCL000871
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3037609
ChEBI
CAS Number

Drug Properties

Molecular Weight	406.25
ALogP	-3.0013
MLogP	3.22
XLogP	5.055
HDA	5
HBD	1
Rotatable Bonds	13
TPSA	49.22
RO5 Violation	1