NPASS drugs

Drug Information

Drug ID:	NPD4427
Drug Name:	Nivocasan
Molecular Formula:	C21H22FN3O5
Canonical SMILES:	FC[C@@]1(O)OC(=O)C[C@@H]1N=C([C@]1(ON=C(C1)c1nccc2c1cccc2)C(C)C)O
Standard InCHI:	InChI=1S/C21H22FN3O5/c1-12(2)20(19(27)24-16-9-17(26)29-21(16,28)11-22)10-15(25-30-20)18-14-6-4-3-5-13(14)7-8-23-18/h3-8,12,16,28H,9-11H2,1-2H3,(H,24,27)/t16-,20+,21+/m0/s1
Standard InCHIKey:	VYFGDLGHHBUDTQ-ZLGUVYLKSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4427

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	212
0.1-0.2	1092
0.2-0.3	5154
0.3-0.4	17450
0.4-0.5	3833
0.5-0.6	1763
0.6-0.7	1256
0.7-0.8	130
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	0.7831	NPC235684
Intermediate Similarity	0.7592	NPC62510
Intermediate Similarity	0.7577	NPC473763
Intermediate Similarity	0.7577	NPC117244
Intermediate Similarity	0.754	NPC469938
Intermediate Similarity	0.7525	NPC149708
Intermediate Similarity	0.7487	NPC472097
Intermediate Similarity	0.7463	NPC476874
Intermediate Similarity	0.7448	NPC472119
Intermediate Similarity	0.7423	NPC472323
Intermediate Similarity	0.7407	NPC267885
Intermediate Similarity	0.7404	NPC313640
Intermediate Similarity	0.74	NPC293917
Intermediate Similarity	0.7376	NPC193761
Intermediate Similarity	0.7354	NPC110500
Intermediate Similarity	0.7354	NPC203468
Intermediate Similarity	0.7354	NPC149155
Intermediate Similarity	0.7351	NPC474217
Intermediate Similarity	0.733	NPC213468
Intermediate Similarity	0.733	NPC248462
Intermediate Similarity	0.733	NPC126709
Intermediate Similarity	0.733	NPC283219
Intermediate Similarity	0.733	NPC248041
Intermediate Similarity	0.7322	NPC129721
Intermediate Similarity	0.7302	NPC477976
Intermediate Similarity	0.7302	NPC314603
Intermediate Similarity	0.7297	NPC71079
Intermediate Similarity	0.7296	NPC321708
Intermediate Similarity	0.729	NPC64216
Intermediate Similarity	0.7277	NPC470497
Intermediate Similarity	0.7273	NPC160105
Intermediate Similarity	0.7273	NPC49954
Intermediate Similarity	0.7273	NPC474561
Intermediate Similarity	0.7273	NPC229348
Intermediate Similarity	0.7264	NPC470499
Intermediate Similarity	0.7254	NPC71037
Intermediate Similarity	0.7234	NPC78020
Intermediate Similarity	0.7231	NPC163421
Intermediate Similarity	0.7231	NPC188387
Intermediate Similarity	0.7216	NPC469358
Intermediate Similarity	0.7202	NPC15840
Intermediate Similarity	0.72	NPC289299
Intermediate Similarity	0.72	NPC57994
Intermediate Similarity	0.7194	NPC315555
Intermediate Similarity	0.7194	NPC62749
Intermediate Similarity	0.7192	NPC214428
Intermediate Similarity	0.7188	NPC64436
Intermediate Similarity	0.7188	NPC145885
Intermediate Similarity	0.7188	NPC84827
Intermediate Similarity	0.7188	NPC14113
Intermediate Similarity	0.7181	NPC278366
Intermediate Similarity	0.7181	NPC127730
Intermediate Similarity	0.7179	NPC207851
Intermediate Similarity	0.7164	NPC11445
Intermediate Similarity	0.7163	NPC478158
Intermediate Similarity	0.715	NPC475835
Intermediate Similarity	0.715	NPC103230
Intermediate Similarity	0.7143	NPC475778
Intermediate Similarity	0.7143	NPC151976
Intermediate Similarity	0.7136	NPC281049
Intermediate Similarity	0.7129	NPC469736
Intermediate Similarity	0.7129	NPC234999
Intermediate Similarity	0.7128	NPC143533
Intermediate Similarity	0.7128	NPC85918
Intermediate Similarity	0.7128	NPC477975
Intermediate Similarity	0.7123	NPC204491
Intermediate Similarity	0.7121	NPC213629
Intermediate Similarity	0.7116	NPC2395
Intermediate Similarity	0.7114	NPC195239
Intermediate Similarity	0.7114	NPC157828
Intermediate Similarity	0.7112	NPC282231
Intermediate Similarity	0.711	NPC324611
Intermediate Similarity	0.7101	NPC277350
Intermediate Similarity	0.7098	NPC111275
Intermediate Similarity	0.7097	NPC235885
Intermediate Similarity	0.7085	NPC95783
Intermediate Similarity	0.7081	NPC469743
Intermediate Similarity	0.7074	NPC194640
Intermediate Similarity	0.7064	NPC473506
Intermediate Similarity	0.7062	NPC133261
Intermediate Similarity	0.7062	NPC141377
Intermediate Similarity	0.7062	NPC55772
Intermediate Similarity	0.7062	NPC219336
Intermediate Similarity	0.7062	NPC207020
Intermediate Similarity	0.7059	NPC279918
Intermediate Similarity	0.7059	NPC123395
Intermediate Similarity	0.7053	NPC63751
Intermediate Similarity	0.7051	NPC76565
Intermediate Similarity	0.7051	NPC57797
Intermediate Similarity	0.7051	NPC250807
Intermediate Similarity	0.7047	NPC472122
Intermediate Similarity	0.7047	NPC24594
Intermediate Similarity	0.7041	NPC472104
Intermediate Similarity	0.7039	NPC476073
Intermediate Similarity	0.7033	NPC127677
Intermediate Similarity	0.7033	NPC63041
Intermediate Similarity	0.7032	NPC122968
Intermediate Similarity	0.7032	NPC477787
Intermediate Similarity	0.7032	NPC87152
Intermediate Similarity	0.7032	NPC475600
Intermediate Similarity	0.7032	NPC228377
Intermediate Similarity	0.7032	NPC475631
Intermediate Similarity	0.7032	NPC476110
Intermediate Similarity	0.7032	NPC146824
Intermediate Similarity	0.7032	NPC328186
Intermediate Similarity	0.7028	NPC317752
Intermediate Similarity	0.7028	NPC54744
Intermediate Similarity	0.7026	NPC469896
Intermediate Similarity	0.702	NPC478077
Intermediate Similarity	0.7018	NPC473850
Intermediate Similarity	0.7018	NPC475498
Intermediate Similarity	0.7018	NPC475137
Intermediate Similarity	0.7014	NPC473689
Intermediate Similarity	0.7014	NPC292416
Intermediate Similarity	0.701	NPC183662
Intermediate Similarity	0.701	NPC15573
Intermediate Similarity	0.701	NPC217372
Intermediate Similarity	0.7009	NPC162812
Intermediate Similarity	0.7005	NPC165495
Intermediate Similarity	0.7005	NPC155444
Intermediate Similarity	0.7	NPC471190
Intermediate Similarity	0.7	NPC271862
Intermediate Similarity	0.7	NPC475362
Intermediate Similarity	0.7	NPC471977
Intermediate Similarity	0.7	NPC472550
Intermediate Similarity	0.7	NPC304179
Intermediate Similarity	0.7	NPC470486
Intermediate Similarity	0.7	NPC472752
Intermediate Similarity	0.7	NPC48042
Intermediate Similarity	0.7	NPC475644
Remote Similarity	0.6995	NPC139763
Remote Similarity	0.6995	NPC478157
Remote Similarity	0.6986	NPC46225
Remote Similarity	0.6986	NPC472762
Remote Similarity	0.6982	NPC244839
Remote Similarity	0.6982	NPC319880
Remote Similarity	0.6982	NPC320324
Remote Similarity	0.6981	NPC87856
Remote Similarity	0.6981	NPC292517
Remote Similarity	0.6981	NPC318299
Remote Similarity	0.6981	NPC75634
Remote Similarity	0.6981	NPC472553
Remote Similarity	0.6976	NPC160127
Remote Similarity	0.6976	NPC50997
Remote Similarity	0.6972	NPC266192
Remote Similarity	0.6971	NPC473376
Remote Similarity	0.697	NPC79062
Remote Similarity	0.697	NPC472107
Remote Similarity	0.697	NPC280290
Remote Similarity	0.6963	NPC132211
Remote Similarity	0.6963	NPC203614
Remote Similarity	0.6961	NPC156704
Remote Similarity	0.6957	NPC57398
Remote Similarity	0.6957	NPC155143
Remote Similarity	0.6954	NPC327373
Remote Similarity	0.6951	NPC237702
Remote Similarity	0.695	NPC175474
Remote Similarity	0.695	NPC182814
Remote Similarity	0.6948	NPC267965
Remote Similarity	0.6948	NPC472291
Remote Similarity	0.6944	NPC315804
Remote Similarity	0.6944	NPC472555
Remote Similarity	0.6944	NPC313804
Remote Similarity	0.6941	NPC233727
Remote Similarity	0.6941	NPC141428
Remote Similarity	0.6939	NPC472105
Remote Similarity	0.6939	NPC187827
Remote Similarity	0.6937	NPC475303
Remote Similarity	0.6937	NPC475596
Remote Similarity	0.6937	NPC316841
Remote Similarity	0.6935	NPC94752
Remote Similarity	0.6935	NPC282092
Remote Similarity	0.6935	NPC66210
Remote Similarity	0.693	NPC206343
Remote Similarity	0.693	NPC477908
Remote Similarity	0.693	NPC6981
Remote Similarity	0.6927	NPC171317
Remote Similarity	0.6927	NPC102008
Remote Similarity	0.6927	NPC52557
Remote Similarity	0.6923	NPC326575
Remote Similarity	0.6923	NPC59269
Remote Similarity	0.6923	NPC211997
Remote Similarity	0.692	NPC475406
Remote Similarity	0.692	NPC327769
Remote Similarity	0.6919	NPC258480
Remote Similarity	0.6912	NPC472116
Remote Similarity	0.6911	NPC41717
Remote Similarity	0.6911	NPC54988
Remote Similarity	0.6909	NPC267926
Remote Similarity	0.6908	NPC475506
Remote Similarity	0.6906	NPC30456
Remote Similarity	0.6905	NPC323927
Remote Similarity	0.6904	NPC113626
Remote Similarity	0.6901	NPC476467
Remote Similarity	0.6898	NPC62367
Remote Similarity	0.6898	NPC294579
Remote Similarity	0.6898	NPC144779
Remote Similarity	0.6897	NPC192306
Remote Similarity	0.6895	NPC40779
Remote Similarity	0.6895	NPC311276

Drug Structure

NPD4427 OpenBabel08211705262D 32 35 0 0 1 0 0 0 0 0999 V2000 2.0360 1.6665 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5748 2.5965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1633 -0.8466 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6950 -1.4581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0369 1.7096 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0543 -0.3926 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3197 -1.8343 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4336 1.2244 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7614 -1.0997 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.8514 -2.4458 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -1.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2107 0.5951 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 -0.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.3874 -2.5414 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5900 2.2121 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5385 -0.4704 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3074 -1.9907 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 -1.5236 2.5704 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3821 0.5173 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 12 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 13 2 0 0 0 0 6 14 2 0 0 0 0 7 8 2 0 0 0 0 7 13 1 0 0 0 0 8 23 1 0 0 0 0 9 16 1 0 0 0 0 9 17 1 0 0 0 0 10 15 1 0 0 0 0 10 20 1 0 0 0 0 11 22 1 0 0 0 0 13 14 1 0 0 0 0 14 18 1 0 0 0 0 15 18 1 0 0 0 0 15 25 2 0 0 0 0 16 21 1 1 0 0 0 16 24 1 0 0 0 0 17 26 2 0 0 0 0 17 29 1 0 0 0 0 18 23 2 0 0 0 0 19 20 1 0 0 0 0 19 24 2 3 0 0 0 19 27 1 0 0 0 0 20 12 1 1 0 0 0 20 30 1 0 0 0 0 21 11 1 6 0 0 0 21 28 1 0 0 0 0 21 29 1 0 0 0 0 25 30 1 0 0 0 0 27 31 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009436
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	415.15
ALogP	-0.1863
MLogP	2.78
XLogP	3.712
HDA	6
HBD	2
Rotatable Bonds	10
TPSA	113.6
RO5 Violation	0