NPASS drugs

Drug Information

Drug ID:	NPD4986
Drug Name:
Molecular Formula:	C22H23N3O2
Canonical SMILES:	N#Cc1ccc2c(c1)[C@@H]1CN(C[C@H]1CO2)CCc1ccc(cc1)N=C(O)C
Standard InCHI:	InChI=1S/C22H23N3O2/c1-15(26)24-19-5-2-16(3-6-19)8-9-25-12-18-14-27-22-7-4-17(11-23)10-20(22)21(18)13-25/h2-7,10,18,21H,8-9,12-14H2,1H3,(H,24,26)/t18-,21+/m0/s1
Standard InCHIKey:	ZDZWIQDJFWTDAM-GHTZIAJQSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4986

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	223
0.1-0.2	1189
0.2-0.3	5576
0.3-0.4	6951
0.4-0.5	6141
0.5-0.6	9214
0.6-0.7	1546
0.7-0.8	50
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	0.736	NPC168153
Intermediate Similarity	0.7318	NPC285941
Intermediate Similarity	0.7257	NPC70172
Intermediate Similarity	0.7256	NPC83289
Intermediate Similarity	0.7256	NPC189724
Intermediate Similarity	0.7256	NPC212850
Intermediate Similarity	0.7235	NPC219383
Intermediate Similarity	0.7228	NPC33902
Intermediate Similarity	0.7228	NPC276674
Intermediate Similarity	0.7209	NPC315257
Intermediate Similarity	0.7209	NPC10875
Intermediate Similarity	0.7209	NPC10730
Intermediate Similarity	0.7186	NPC247298
Intermediate Similarity	0.7174	NPC249405
Intermediate Similarity	0.716	NPC476151
Intermediate Similarity	0.7159	NPC254700
Intermediate Similarity	0.7143	NPC263835
Intermediate Similarity	0.7143	NPC470931
Intermediate Similarity	0.712	NPC72211
Intermediate Similarity	0.7119	NPC19555
Intermediate Similarity	0.7112	NPC474904
Intermediate Similarity	0.7104	NPC190461
Intermediate Similarity	0.7101	NPC245974
Intermediate Similarity	0.7081	NPC473007
Intermediate Similarity	0.7076	NPC477565
Intermediate Similarity	0.7076	NPC103379
Intermediate Similarity	0.7074	NPC28510
Intermediate Similarity	0.7069	NPC93593
Intermediate Similarity	0.7062	NPC24954
Intermediate Similarity	0.7062	NPC291535
Intermediate Similarity	0.7062	NPC475085
Intermediate Similarity	0.7062	NPC475112
Intermediate Similarity	0.7059	NPC320088
Intermediate Similarity	0.7048	NPC314113
Intermediate Similarity	0.7047	NPC11017
Intermediate Similarity	0.7045	NPC315498
Intermediate Similarity	0.7045	NPC230942
Intermediate Similarity	0.7041	NPC476106
Intermediate Similarity	0.7032	NPC321133
Intermediate Similarity	0.7029	NPC323443
Intermediate Similarity	0.7029	NPC180756
Intermediate Similarity	0.7027	NPC179704
Intermediate Similarity	0.7026	NPC162484
Intermediate Similarity	0.7021	NPC312531
Intermediate Similarity	0.7021	NPC283207
Intermediate Similarity	0.7018	NPC7467
Intermediate Similarity	0.7016	NPC70259
Intermediate Similarity	0.7006	NPC471314
Intermediate Similarity	0.7006	NPC470925
Intermediate Similarity	0.7006	NPC471315
Remote Similarity	0.6994	NPC326316
Remote Similarity	0.6994	NPC81733
Remote Similarity	0.6989	NPC306366
Remote Similarity	0.6985	NPC11464
Remote Similarity	0.6979	NPC70956
Remote Similarity	0.6979	NPC243834
Remote Similarity	0.6977	NPC219162
Remote Similarity	0.6974	NPC52801
Remote Similarity	0.6973	NPC98197
Remote Similarity	0.697	NPC42793
Remote Similarity	0.697	NPC166667
Remote Similarity	0.697	NPC167944
Remote Similarity	0.697	NPC231884
Remote Similarity	0.697	NPC475910
Remote Similarity	0.6968	NPC256369
Remote Similarity	0.6968	NPC217294
Remote Similarity	0.6966	NPC204179
Remote Similarity	0.6963	NPC205934
Remote Similarity	0.6963	NPC43787
Remote Similarity	0.6959	NPC329747
Remote Similarity	0.6959	NPC16107
Remote Similarity	0.6959	NPC51957
Remote Similarity	0.6959	NPC210437
Remote Similarity	0.6959	NPC106295
Remote Similarity	0.6959	NPC476144
Remote Similarity	0.6957	NPC265383
Remote Similarity	0.6947	NPC204970
Remote Similarity	0.6946	NPC314682
Remote Similarity	0.6944	NPC124657
Remote Similarity	0.6941	NPC185838
Remote Similarity	0.6932	NPC146288
Remote Similarity	0.6931	NPC473008
Remote Similarity	0.6931	NPC174629
Remote Similarity	0.6931	NPC474059
Remote Similarity	0.6927	NPC233650
Remote Similarity	0.6923	NPC267423
Remote Similarity	0.6923	NPC476044
Remote Similarity	0.6919	NPC260118
Remote Similarity	0.6911	NPC203972
Remote Similarity	0.6911	NPC302001
Remote Similarity	0.691	NPC166014
Remote Similarity	0.691	NPC232924
Remote Similarity	0.691	NPC477559
Remote Similarity	0.691	NPC27410
Remote Similarity	0.691	NPC160298
Remote Similarity	0.691	NPC306902
Remote Similarity	0.691	NPC266753
Remote Similarity	0.6909	NPC11147
Remote Similarity	0.6906	NPC85482
Remote Similarity	0.6906	NPC298979
Remote Similarity	0.6905	NPC188163
Remote Similarity	0.6905	NPC213206
Remote Similarity	0.6905	NPC474915
Remote Similarity	0.6905	NPC328750
Remote Similarity	0.6898	NPC313886
Remote Similarity	0.6897	NPC170114
Remote Similarity	0.6893	NPC129603
Remote Similarity	0.6889	NPC134858
Remote Similarity	0.6882	NPC192939
Remote Similarity	0.6882	NPC311936
Remote Similarity	0.6882	NPC215747
Remote Similarity	0.6878	NPC477186
Remote Similarity	0.6875	NPC39701
Remote Similarity	0.6875	NPC54379
Remote Similarity	0.6875	NPC207757
Remote Similarity	0.6875	NPC138487
Remote Similarity	0.6875	NPC244112
Remote Similarity	0.6875	NPC110416
Remote Similarity	0.6875	NPC189266
Remote Similarity	0.6875	NPC249797
Remote Similarity	0.6875	NPC469817
Remote Similarity	0.6875	NPC2413
Remote Similarity	0.6875	NPC184026
Remote Similarity	0.6875	NPC127674
Remote Similarity	0.6875	NPC295691
Remote Similarity	0.6875	NPC172765
Remote Similarity	0.6875	NPC193949
Remote Similarity	0.6875	NPC278799
Remote Similarity	0.6875	NPC5238
Remote Similarity	0.6875	NPC216459
Remote Similarity	0.6875	NPC41178
Remote Similarity	0.6875	NPC204828
Remote Similarity	0.6875	NPC276588
Remote Similarity	0.6869	NPC472111
Remote Similarity	0.6865	NPC287588
Remote Similarity	0.6865	NPC283999
Remote Similarity	0.686	NPC179825
Remote Similarity	0.686	NPC191376
Remote Similarity	0.686	NPC90844
Remote Similarity	0.686	NPC321505
Remote Similarity	0.686	NPC95075
Remote Similarity	0.686	NPC253883
Remote Similarity	0.6859	NPC473004
Remote Similarity	0.6857	NPC275027
Remote Similarity	0.6857	NPC26601
Remote Similarity	0.6854	NPC221864
Remote Similarity	0.6852	NPC283079
Remote Similarity	0.685	NPC168250
Remote Similarity	0.6848	NPC127082
Remote Similarity	0.6847	NPC470549
Remote Similarity	0.6845	NPC477533
Remote Similarity	0.6845	NPC119579
Remote Similarity	0.6842	NPC130926
Remote Similarity	0.6839	NPC162653
Remote Similarity	0.6839	NPC274026
Remote Similarity	0.6836	NPC291359
Remote Similarity	0.6836	NPC147091
Remote Similarity	0.6834	NPC198160
Remote Similarity	0.6833	NPC1229
Remote Similarity	0.6832	NPC48353
Remote Similarity	0.6829	NPC274732
Remote Similarity	0.6829	NPC471953
Remote Similarity	0.6829	NPC118419
Remote Similarity	0.6826	NPC193528
Remote Similarity	0.6825	NPC21425
Remote Similarity	0.6821	NPC130941
Remote Similarity	0.6821	NPC24233
Remote Similarity	0.6821	NPC246587
Remote Similarity	0.6821	NPC476571
Remote Similarity	0.6821	NPC135538
Remote Similarity	0.6821	NPC475959
Remote Similarity	0.6821	NPC428
Remote Similarity	0.6821	NPC147390
Remote Similarity	0.6818	NPC477564
Remote Similarity	0.6818	NPC2295
Remote Similarity	0.6816	NPC271388
Remote Similarity	0.6816	NPC205167
Remote Similarity	0.6816	NPC235143
Remote Similarity	0.6816	NPC205255
Remote Similarity	0.6816	NPC249274
Remote Similarity	0.6816	NPC230956
Remote Similarity	0.6816	NPC119649
Remote Similarity	0.6813	NPC210140
Remote Similarity	0.6813	NPC150879
Remote Similarity	0.6809	NPC28425
Remote Similarity	0.68	NPC205926
Remote Similarity	0.6798	NPC40389
Remote Similarity	0.6798	NPC79328
Remote Similarity	0.6798	NPC315707
Remote Similarity	0.6798	NPC65490
Remote Similarity	0.6798	NPC148014
Remote Similarity	0.6798	NPC78359
Remote Similarity	0.6798	NPC476572
Remote Similarity	0.6798	NPC478074
Remote Similarity	0.6796	NPC276944
Remote Similarity	0.6796	NPC238530
Remote Similarity	0.6796	NPC225774
Remote Similarity	0.6796	NPC232514
Remote Similarity	0.679	NPC172403
Remote Similarity	0.6788	NPC131017

Drug Structure

NPD4986 OpenBabel08211706322D 28 31 0 0 1 0 0 0 0 0999 V2000 -3.2024 0.3814 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2024 -3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7024 -2.2167 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 -4.7024 -2.2167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2024 -1.3506 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 -2.7024 -3.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7024 -3.9487 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 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -2.9781 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 -4.2024 0.3814 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2024 -3.0827 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 1 0 0 0 0 0 0 0 0 0 -4.2024 -1.3506 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 0.0000 -2.0000 0.0000 C 0 0 2 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 4.3301 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.7024 -0.4846 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 -3.0827 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.7024 1.2475 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2024 2.1135 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 5 1 0 0 0 0 2 16 2 0 0 0 0 3 6 2 0 0 0 0 3 16 1 0 0 0 0 4 7 2 0 0 0 0 4 17 1 0 0 0 0 5 19 2 0 0 0 0 6 19 1 0 0 0 0 7 22 1 0 0 0 0 8 9 1 0 0 0 0 8 16 1 0 0 0 0 9 25 1 0 0 0 0 10 17 2 0 0 0 0 10 20 1 0 0 0 0 11 17 1 0 0 0 0 11 23 3 0 0 0 0 12 25 1 0 0 0 0 13 25 1 0 0 0 0 14 18 1 0 0 0 0 14 27 1 0 0 0 0 15 24 2 3 0 0 0 15 26 1 0 0 0 0 18 12 1 1 0 0 0 18 21 1 0 0 0 0 19 24 1 0 0 0 0 20 21 1 0 0 0 0 20 22 2 0 0 0 0 21 13 1 6 0 0 0 22 27 1 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009140
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9841864
ChEBI
CAS Number

Drug Properties

Molecular Weight	361.18
ALogP	-0.4881
MLogP	3.33
XLogP	3.752
HDA	4
HBD	1
Rotatable Bonds	6
TPSA	68.85
RO5 Violation	0