NPASS drugs

Drug Information

Drug ID:	NPD6332
Drug Name:
Molecular Formula:	C25H31NO4S
Canonical SMILES:	OC(=O)CCC/C=CC[C@@H]1C[C@H]2C[C@@H]([C@@H]1N=C(c1csc3c1cc(O)cc3)O)C2(C)C
Standard InCHI:	InChI=1S/C25H31NO4S/c1-25(2)16-11-15(7-5-3-4-6-8-22(28)29)23(20(25)12-16)26-24(30)19-14-31-21-10-9-17(27)13-18(19)21/h3,5,9-10,13-16,20,23,27H,4,6-8,11-12H2,1-2H3,(H,26,30)(H,28,29)/b5-3-/t15-,16+,20+,23-/m1/s1
Standard InCHIKey:	ZXBHFWFKSIYJEK-VAIANQQOSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6332

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	172
0.1-0.2	1018
0.2-0.3	2879
0.3-0.4	9550
0.4-0.5	9941
0.5-0.6	7204
0.6-0.7	124
0.7-0.8	2
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	0.7135	NPC145990
Intermediate Similarity	0.711	NPC85059
Remote Similarity	0.6587	NPC326966
Remote Similarity	0.6566	NPC478147
Remote Similarity	0.6548	NPC244866
Remote Similarity	0.6543	NPC474862
Remote Similarity	0.6529	NPC6913
Remote Similarity	0.6527	NPC89769
Remote Similarity	0.6527	NPC126859
Remote Similarity	0.6527	NPC259665
Remote Similarity	0.6514	NPC83790
Remote Similarity	0.6514	NPC128237
Remote Similarity	0.6506	NPC66177
Remote Similarity	0.6506	NPC8305
Remote Similarity	0.6506	NPC268763
Remote Similarity	0.6506	NPC296712
Remote Similarity	0.6488	NPC45191
Remote Similarity	0.6467	NPC325651
Remote Similarity	0.646	NPC42657
Remote Similarity	0.638	NPC241001
Remote Similarity	0.638	NPC86966
Remote Similarity	0.6369	NPC124802
Remote Similarity	0.6369	NPC163674
Remote Similarity	0.6358	NPC319950
Remote Similarity	0.6347	NPC476353
Remote Similarity	0.6345	NPC209865
Remote Similarity	0.6344	NPC15506
Remote Similarity	0.6335	NPC76308
Remote Similarity	0.6335	NPC325295
Remote Similarity	0.6328	NPC475578
Remote Similarity	0.6319	NPC112823
Remote Similarity	0.6303	NPC121168
Remote Similarity	0.6301	NPC473055
Remote Similarity	0.6301	NPC473052
Remote Similarity	0.6298	NPC275839
Remote Similarity	0.6296	NPC328694
Remote Similarity	0.628	NPC284078
Remote Similarity	0.628	NPC164852
Remote Similarity	0.628	NPC324702
Remote Similarity	0.6276	NPC149571
Remote Similarity	0.627	NPC156348
Remote Similarity	0.6264	NPC322526
Remote Similarity	0.6257	NPC3202
Remote Similarity	0.6257	NPC149379
Remote Similarity	0.6257	NPC328070
Remote Similarity	0.6242	NPC249340
Remote Similarity	0.6242	NPC162935
Remote Similarity	0.6242	NPC142577
Remote Similarity	0.622	NPC190501
Remote Similarity	0.622	NPC318552
Remote Similarity	0.6201	NPC313414
Remote Similarity	0.6196	NPC93343
Remote Similarity	0.6193	NPC91953
Remote Similarity	0.6193	NPC33011
Remote Similarity	0.6178	NPC153690
Remote Similarity	0.6159	NPC268572
Remote Similarity	0.6159	NPC79933
Remote Similarity	0.6159	NPC258366
Remote Similarity	0.6159	NPC31296
Remote Similarity	0.6159	NPC473974
Remote Similarity	0.615	NPC477526
Remote Similarity	0.6149	NPC6570
Remote Similarity	0.6145	NPC27581
Remote Similarity	0.6145	NPC109151
Remote Similarity	0.6136	NPC150712
Remote Similarity	0.6136	NPC197921
Remote Similarity	0.6135	NPC311737
Remote Similarity	0.6135	NPC38458
Remote Similarity	0.6129	NPC476531
Remote Similarity	0.6127	NPC132847
Remote Similarity	0.6121	NPC478121
Remote Similarity	0.6118	NPC477839
Remote Similarity	0.6114	NPC279463
Remote Similarity	0.6111	NPC317254
Remote Similarity	0.6108	NPC176208
Remote Similarity	0.6108	NPC217801
Remote Similarity	0.6102	NPC469360
Remote Similarity	0.6101	NPC474149
Remote Similarity	0.6098	NPC122009
Remote Similarity	0.6089	NPC262216
Remote Similarity	0.6084	NPC259703
Remote Similarity	0.6084	NPC32322
Remote Similarity	0.608	NPC329731
Remote Similarity	0.608	NPC471201
Remote Similarity	0.608	NPC249899
Remote Similarity	0.608	NPC153007
Remote Similarity	0.6077	NPC476444
Remote Similarity	0.6077	NPC132771
Remote Similarity	0.6076	NPC24101
Remote Similarity	0.6076	NPC96224
Remote Similarity	0.6074	NPC82963
Remote Similarity	0.6073	NPC476749
Remote Similarity	0.6062	NPC227553
Remote Similarity	0.6059	NPC59827
Remote Similarity	0.6059	NPC184933
Remote Similarity	0.6058	NPC473803
Remote Similarity	0.6057	NPC477594
Remote Similarity	0.6056	NPC251036
Remote Similarity	0.6056	NPC16188
Remote Similarity	0.6049	NPC118202
Remote Similarity	0.6047	NPC131684
Remote Similarity	0.6047	NPC117899
Remote Similarity	0.6045	NPC239770
Remote Similarity	0.6043	NPC235460
Remote Similarity	0.6037	NPC283468
Remote Similarity	0.6036	NPC4974
Remote Similarity	0.6034	NPC473922
Remote Similarity	0.6034	NPC64897
Remote Similarity	0.6034	NPC106183
Remote Similarity	0.6034	NPC90693
Remote Similarity	0.6023	NPC477596
Remote Similarity	0.6022	NPC212699
Remote Similarity	0.6022	NPC207675
Remote Similarity	0.6021	NPC315388
Remote Similarity	0.6012	NPC42423
Remote Similarity	0.6012	NPC478058
Remote Similarity	0.6011	NPC195766
Remote Similarity	0.6011	NPC206736
Remote Similarity	0.6	NPC2681
Remote Similarity	0.6	NPC49742
Remote Similarity	0.6	NPC4910
Remote Similarity	0.6	NPC313375
Remote Similarity	0.6	NPC314725
Remote Similarity	0.6	NPC87985
Remote Similarity	0.6	NPC272907
Remote Similarity	0.6	NPC137416
Remote Similarity	0.5991	NPC475350
Remote Similarity	0.5991	NPC14877
Remote Similarity	0.5991	NPC145178
Remote Similarity	0.5989	NPC476757
Remote Similarity	0.5989	NPC471283
Remote Similarity	0.5988	NPC21216
Remote Similarity	0.5988	NPC229894
Remote Similarity	0.5988	NPC193203
Remote Similarity	0.5977	NPC18798
Remote Similarity	0.5977	NPC258073
Remote Similarity	0.5976	NPC275145
Remote Similarity	0.5976	NPC471924
Remote Similarity	0.5976	NPC471925
Remote Similarity	0.5976	NPC471928
Remote Similarity	0.5976	NPC141001
Remote Similarity	0.5975	NPC11554
Remote Similarity	0.5971	NPC477527
Remote Similarity	0.5968	NPC18614
Remote Similarity	0.5967	NPC328824
Remote Similarity	0.5966	NPC293454
Remote Similarity	0.5965	NPC471930
Remote Similarity	0.5965	NPC471929
Remote Similarity	0.5965	NPC471935
Remote Similarity	0.5964	NPC283760
Remote Similarity	0.5964	NPC43275
Remote Similarity	0.5963	NPC151537
Remote Similarity	0.5963	NPC470770
Remote Similarity	0.5963	NPC266937
Remote Similarity	0.5963	NPC77772
Remote Similarity	0.5963	NPC322753
Remote Similarity	0.5961	NPC472358
Remote Similarity	0.5955	NPC476989
Remote Similarity	0.5955	NPC477592
Remote Similarity	0.5954	NPC183722
Remote Similarity	0.5954	NPC276238
Remote Similarity	0.5952	NPC154696
Remote Similarity	0.5952	NPC253627
Remote Similarity	0.5951	NPC195922
Remote Similarity	0.5951	NPC471534
Remote Similarity	0.5949	NPC231705
Remote Similarity	0.5949	NPC477115
Remote Similarity	0.5946	NPC68967
Remote Similarity	0.5941	NPC15127
Remote Similarity	0.5941	NPC472414
Remote Similarity	0.5941	NPC265413
Remote Similarity	0.5941	NPC471927
Remote Similarity	0.5941	NPC10154
Remote Similarity	0.5939	NPC153554
Remote Similarity	0.5939	NPC471926
Remote Similarity	0.5938	NPC258056
Remote Similarity	0.5934	NPC477207
Remote Similarity	0.5932	NPC43353
Remote Similarity	0.593	NPC30491
Remote Similarity	0.593	NPC262936
Remote Similarity	0.5926	NPC177962
Remote Similarity	0.5926	NPC62867
Remote Similarity	0.5924	NPC233702
Remote Similarity	0.5922	NPC477593
Remote Similarity	0.5917	NPC11250
Remote Similarity	0.5917	NPC471314
Remote Similarity	0.5917	NPC472415
Remote Similarity	0.5917	NPC471315
Remote Similarity	0.5916	NPC61004
Remote Similarity	0.5915	NPC84999
Remote Similarity	0.5915	NPC246760
Remote Similarity	0.5914	NPC52475
Remote Similarity	0.5912	NPC142297
Remote Similarity	0.5912	NPC320439
Remote Similarity	0.5912	NPC297322
Remote Similarity	0.5911	NPC470642
Remote Similarity	0.5909	NPC475346
Remote Similarity	0.5909	NPC475627
Remote Similarity	0.5909	NPC18982
Remote Similarity	0.5909	NPC475457

Drug Structure

NPD6332 OpenBabel08211709092D 34 37 0 0 1 0 0 0 0 0999 V2000 2.0672 -1.5009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5672 -2.3670 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0451 -1.7040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9112 -2.2040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0451 -0.7040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9112 -3.2040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1791 -0.2040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7772 -3.7040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5756 0.2966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7443 -0.1833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3601 -1.3317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1576 -0.7938 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7443 1.7365 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5642 0.7766 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3131 -0.7040 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.1012 -1.7598 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5756 1.2566 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9130 1.2566 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.5532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8083 -0.5350 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9130 0.2966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7772 -4.7040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2069 -0.3495 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.2966 2.4662 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0672 -1.5009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1954 2.8035 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4069 1.7365 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9112 -5.2040 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6432 -5.2040 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4448 3.0758 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.2383 1.2566 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6432 -6.2040 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3436 2.7385 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 4 1 0 0 0 0 3 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 8 22 1 0 0 0 0 9 10 2 0 0 0 0 9 17 1 0 0 0 0 10 21 1 0 0 0 0 11 15 1 0 0 0 0 12 16 1 0 0 0 0 13 17 2 0 0 0 0 13 18 1 0 0 0 0 14 19 2 0 0 0 0 14 31 1 0 0 0 0 15 7 1 1 0 0 0 15 23 1 0 0 0 0 16 11 1 1 0 0 0 16 25 1 0 0 0 0 17 27 1 0 0 0 0 18 19 1 0 0 0 0 18 21 2 0 0 0 0 19 24 1 0 0 0 0 20 12 1 6 0 0 0 20 23 1 0 0 0 0 20 25 1 0 0 0 0 21 31 1 0 0 0 0 22 28 2 0 0 0 0 22 29 1 0 0 0 0 23 26 1 1 0 0 0 24 26 2 3 0 0 0 24 30 1 0 0 0 0 27 32 1 0 0 0 0 29 33 1 0 0 0 0 30 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001260
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5311213
ChEBI
CAS Number

Drug Properties

Molecular Weight	441.20
ALogP	0.2997
MLogP	3.55
XLogP	5.858
HDA	4
HBD	3
Rotatable Bonds	13
TPSA	118.36
RO5 Violation	1