NPASS drugs

Drug Information

Drug ID:	NPD6323
Drug Name:
Molecular Formula:	C25H31N3O3
Canonical SMILES:	OC(=NC1C2CC3CC1CC(C2)C3)c1cnn(c1C(C)(C)C)c1ccc(cc1)C(=O)O
Standard InCHI:	InChI=1S/C25H31N3O3/c1-25(2,3)22-20(13-26-28(22)19-6-4-16(5-7-19)24(30)31)23(29)27-21-17-9-14-8-15(11-17)12-18(21)10-14/h4-7,13-15,17-18,21H,8-12H2,1-3H3,(H,27,29)(H,30,31)
Standard InCHIKey:	XWBXJBSVYVJAMZ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6323

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	300
0.1-0.2	1446
0.2-0.3	7231
0.3-0.4	12615
0.4-0.5	6238
0.5-0.6	1661
0.6-0.7	1299
0.7-0.8	100
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	0.7897	NPC83111
Intermediate Similarity	0.7561	NPC57398
Intermediate Similarity	0.7537	NPC474916
Intermediate Similarity	0.7476	NPC328318
Intermediate Similarity	0.7476	NPC328596
Intermediate Similarity	0.7387	NPC160381
Intermediate Similarity	0.7374	NPC207851
Intermediate Similarity	0.7371	NPC317752
Intermediate Similarity	0.7368	NPC317373
Intermediate Similarity	0.735	NPC278434
Intermediate Similarity	0.7324	NPC318299
Intermediate Similarity	0.7321	NPC327592
Intermediate Similarity	0.7311	NPC309845
Intermediate Similarity	0.7277	NPC82370
Intermediate Similarity	0.7277	NPC329858
Intermediate Similarity	0.726	NPC471944
Intermediate Similarity	0.7259	NPC213468
Intermediate Similarity	0.725	NPC282103
Intermediate Similarity	0.7236	NPC243058
Intermediate Similarity	0.7222	NPC330009
Intermediate Similarity	0.7222	NPC469928
Intermediate Similarity	0.722	NPC202812
Intermediate Similarity	0.7208	NPC111275
Intermediate Similarity	0.7207	NPC477787
Intermediate Similarity	0.7207	NPC328186
Intermediate Similarity	0.7207	NPC228377
Intermediate Similarity	0.7207	NPC122968
Intermediate Similarity	0.7202	NPC41717
Intermediate Similarity	0.7188	NPC316841
Intermediate Similarity	0.7176	NPC237740
Intermediate Similarity	0.7172	NPC248462
Intermediate Similarity	0.7157	NPC84347
Intermediate Similarity	0.7156	NPC314648
Intermediate Similarity	0.715	NPC141454
Intermediate Similarity	0.715	NPC159125
Intermediate Similarity	0.7143	NPC183805
Intermediate Similarity	0.7136	NPC39679
Intermediate Similarity	0.713	NPC250448
Intermediate Similarity	0.7129	NPC90415
Intermediate Similarity	0.7115	NPC131887
Intermediate Similarity	0.7114	NPC203635
Intermediate Similarity	0.7111	NPC292416
Intermediate Similarity	0.7111	NPC473689
Intermediate Similarity	0.7108	NPC314333
Intermediate Similarity	0.7107	NPC469938
Intermediate Similarity	0.7104	NPC477788
Intermediate Similarity	0.7093	NPC475406
Intermediate Similarity	0.7083	NPC322644
Intermediate Similarity	0.708	NPC319880
Intermediate Similarity	0.708	NPC244839
Intermediate Similarity	0.708	NPC320324
Intermediate Similarity	0.7073	NPC138370
Intermediate Similarity	0.7072	NPC250807
Intermediate Similarity	0.7072	NPC57797
Intermediate Similarity	0.7072	NPC229893
Intermediate Similarity	0.7071	NPC267885
Intermediate Similarity	0.7064	NPC62995
Intermediate Similarity	0.7062	NPC162730
Intermediate Similarity	0.7062	NPC474116
Intermediate Similarity	0.7061	NPC38959
Intermediate Similarity	0.7061	NPC327904
Intermediate Similarity	0.7054	NPC475600
Intermediate Similarity	0.7054	NPC475631
Intermediate Similarity	0.7054	NPC476110
Intermediate Similarity	0.7054	NPC87152
Intermediate Similarity	0.7048	NPC252338
Intermediate Similarity	0.7048	NPC237702
Intermediate Similarity	0.7042	NPC313345
Intermediate Similarity	0.7042	NPC314855
Intermediate Similarity	0.7042	NPC313796
Intermediate Similarity	0.7042	NPC315638
Intermediate Similarity	0.704	NPC473850
Intermediate Similarity	0.7037	NPC87413
Intermediate Similarity	0.7035	NPC219848
Intermediate Similarity	0.7035	NPC475596
Intermediate Similarity	0.7035	NPC475303
Intermediate Similarity	0.7033	NPC102008
Intermediate Similarity	0.7033	NPC67288
Intermediate Similarity	0.7028	NPC165599
Intermediate Similarity	0.7026	NPC98187
Intermediate Similarity	0.7022	NPC471190
Intermediate Similarity	0.7022	NPC471977
Intermediate Similarity	0.7022	NPC475644
Intermediate Similarity	0.7022	NPC470486
Intermediate Similarity	0.702	NPC149155
Intermediate Similarity	0.702	NPC110500
Intermediate Similarity	0.702	NPC203468
Intermediate Similarity	0.702	NPC303225
Intermediate Similarity	0.7019	NPC245916
Intermediate Similarity	0.7015	NPC113626
Intermediate Similarity	0.701	NPC472323
Intermediate Similarity	0.7009	NPC315545
Intermediate Similarity	0.7009	NPC314297
Intermediate Similarity	0.7005	NPC6982
Intermediate Similarity	0.7005	NPC45850
Intermediate Similarity	0.7004	NPC30456
Intermediate Similarity	0.7	NPC126709
Intermediate Similarity	0.7	NPC248041
Intermediate Similarity	0.7	NPC123395
Intermediate Similarity	0.7	NPC256268
Remote Similarity	0.6991	NPC303951
Remote Similarity	0.699	NPC78020
Remote Similarity	0.6986	NPC36405
Remote Similarity	0.6986	NPC227582
Remote Similarity	0.6986	NPC90229
Remote Similarity	0.6978	NPC146824
Remote Similarity	0.6976	NPC321708
Remote Similarity	0.6968	NPC84815
Remote Similarity	0.6968	NPC301368
Remote Similarity	0.6967	NPC213308
Remote Similarity	0.6965	NPC15840
Remote Similarity	0.6964	NPC476818
Remote Similarity	0.6961	NPC235684
Remote Similarity	0.6959	NPC23294
Remote Similarity	0.6955	NPC472285
Remote Similarity	0.6952	NPC306376
Remote Similarity	0.6952	NPC52557
Remote Similarity	0.6951	NPC127026
Remote Similarity	0.6951	NPC127720
Remote Similarity	0.695	NPC157583
Remote Similarity	0.695	NPC64436
Remote Similarity	0.6948	NPC98715
Remote Similarity	0.6947	NPC475362
Remote Similarity	0.6943	NPC327769
Remote Similarity	0.6938	NPC472116
Remote Similarity	0.6934	NPC300183
Remote Similarity	0.6933	NPC473506
Remote Similarity	0.6927	NPC118940
Remote Similarity	0.6923	NPC267343
Remote Similarity	0.692	NPC471980
Remote Similarity	0.692	NPC76565
Remote Similarity	0.6919	NPC241024
Remote Similarity	0.6916	NPC289086
Remote Similarity	0.6915	NPC55772
Remote Similarity	0.6915	NPC283219
Remote Similarity	0.6912	NPC314834
Remote Similarity	0.6909	NPC477909
Remote Similarity	0.6909	NPC477907
Remote Similarity	0.6909	NPC3207
Remote Similarity	0.6909	NPC42678
Remote Similarity	0.6897	NPC253482
Remote Similarity	0.6897	NPC143533
Remote Similarity	0.6893	NPC102338
Remote Similarity	0.6893	NPC175474
Remote Similarity	0.6893	NPC111602
Remote Similarity	0.6893	NPC63199
Remote Similarity	0.6893	NPC196251
Remote Similarity	0.6892	NPC216428
Remote Similarity	0.689	NPC157828
Remote Similarity	0.689	NPC19692
Remote Similarity	0.689	NPC289299
Remote Similarity	0.689	NPC195239
Remote Similarity	0.689	NPC57994
Remote Similarity	0.689	NPC220151
Remote Similarity	0.6889	NPC475137
Remote Similarity	0.6889	NPC475498
Remote Similarity	0.6887	NPC315491
Remote Similarity	0.6887	NPC45459
Remote Similarity	0.6884	NPC477976
Remote Similarity	0.6884	NPC238457
Remote Similarity	0.6881	NPC9894
Remote Similarity	0.688	NPC475648
Remote Similarity	0.6878	NPC6981
Remote Similarity	0.6878	NPC62749
Remote Similarity	0.6878	NPC194040
Remote Similarity	0.6875	NPC55493
Remote Similarity	0.6875	NPC47190
Remote Similarity	0.6866	NPC271862
Remote Similarity	0.6866	NPC14113
Remote Similarity	0.6866	NPC234987
Remote Similarity	0.6866	NPC145885
Remote Similarity	0.6866	NPC84827
Remote Similarity	0.6864	NPC4421
Remote Similarity	0.6864	NPC118228
Remote Similarity	0.6863	NPC258480
Remote Similarity	0.6863	NPC472119
Remote Similarity	0.686	NPC154339
Remote Similarity	0.6857	NPC11445
Remote Similarity	0.6852	NPC4687
Remote Similarity	0.6852	NPC46225
Remote Similarity	0.6852	NPC225821
Remote Similarity	0.6852	NPC244741
Remote Similarity	0.6852	NPC53344
Remote Similarity	0.6849	NPC87856
Remote Similarity	0.6849	NPC151976
Remote Similarity	0.6847	NPC473089
Remote Similarity	0.6847	NPC75600
Remote Similarity	0.6847	NPC144779
Remote Similarity	0.6847	NPC473115
Remote Similarity	0.6847	NPC294579
Remote Similarity	0.6847	NPC473041
Remote Similarity	0.6847	NPC212768
Remote Similarity	0.6847	NPC6576
Remote Similarity	0.6847	NPC96321
Remote Similarity	0.6847	NPC158020
Remote Similarity	0.6847	NPC62367
Remote Similarity	0.6845	NPC206186
Remote Similarity	0.6842	NPC81802
Remote Similarity	0.6842	NPC247735
Remote Similarity	0.6842	NPC103230

Drug Structure

NPD6323 OpenBabel08211709092D 33 37 0 0 1 0 0 0 0 0999 V2000 -2.5079 -0.9497 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4538 0.6735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4338 0.4652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0861 3.5001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7906 1.9178 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1726 3.0934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8771 1.5111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0236 -4.2858 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0479 -2.8547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5479 -3.7207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5479 -3.4816 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8207 -3.5913 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5009 -1.5417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5479 -3.7207 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.2549 -4.2282 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.8952 2.9123 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5479 -1.9886 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.0479 -2.8547 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.0681 2.0988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5009 -1.5417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5479 -1.9886 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8105 -0.5889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0898 -2.3523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8087 3.3191 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7634 -0.2793 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8105 -0.5889 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.0862 -2.2475 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 -0.6823 -3.2675 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9132 4.3136 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6177 2.7313 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1282 -3.8564 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1042 4.9014 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 25 1 0 0 0 0 3 25 1 0 0 0 0 4 6 1 0 0 0 0 4 16 2 0 0 0 0 5 7 2 0 0 0 0 5 16 1 0 0 0 0 6 19 2 0 0 0 0 7 19 1 0 0 0 0 8 14 1 0 0 0 0 8 15 1 0 0 0 0 9 14 1 0 0 0 0 9 17 1 0 0 0 0 10 14 1 0 0 0 0 10 18 1 0 0 0 0 11 15 1 0 0 0 0 11 17 1 0 0 0 0 12 15 1 0 0 0 0 12 18 1 0 0 0 0 13 20 1 0 0 0 0 13 26 2 0 0 0 0 16 24 1 0 0 0 0 17 21 1 0 0 0 0 18 21 1 0 0 0 0 19 28 1 0 0 0 0 20 22 2 0 0 0 0 20 23 1 0 0 0 0 21 27 1 0 0 0 0 22 25 1 0 0 0 0 22 28 1 0 0 0 0 23 27 2 3 0 0 0 23 29 1 0 0 0 0 24 30 1 0 0 0 0 24 31 2 0 0 0 0 26 28 1 0 0 0 0 29 32 1 0 0 0 0 30 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001156
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	25006684
ChEBI
CAS Number

Drug Properties

Molecular Weight	421.24
ALogP	0.1731
MLogP	3.55
XLogP	5.582
HDA	6
HBD	2
Rotatable Bonds	10
TPSA	87.19
RO5 Violation	1