NPASS drugs

Drug Information

Drug ID:	NPD1964
Drug Name:
Molecular Formula:	C16H16BrClFN3OS
Canonical SMILES:	CCOc1ccc(c(c1Cl)CCN=C(Nc1ccc(cn1)Br)S)F
Standard InCHI:	InChI=1S/C16H16BrClFN3OS/c1-2-23-13-5-4-12(19)11(15(13)18)7-8-20-16(24)22-14-6-3-10(17)9-21-14/h3-6,9H,2,7-8H2,1H3,(H2,20,21,22,24)
Standard InCHIKey:	DTHZUSMREBJMBT-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1964

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	577
0.1-0.2	6131
0.2-0.3	7053
0.3-0.4	11360
0.4-0.5	4196
0.5-0.6	1442
0.6-0.7	130
0.7-0.8	1
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	0.7061	NPC56271
Remote Similarity	0.6681	NPC476465
Remote Similarity	0.6636	NPC76748
Remote Similarity	0.6606	NPC92111
Remote Similarity	0.6593	NPC315957
Remote Similarity	0.6591	NPC296527
Remote Similarity	0.6547	NPC307963
Remote Similarity	0.654	NPC292958
Remote Similarity	0.652	NPC176538
Remote Similarity	0.6502	NPC115595
Remote Similarity	0.6502	NPC195268
Remote Similarity	0.6502	NPC133140
Remote Similarity	0.6492	NPC471614
Remote Similarity	0.6481	NPC113369
Remote Similarity	0.6471	NPC168209
Remote Similarity	0.6458	NPC243633
Remote Similarity	0.6458	NPC175150
Remote Similarity	0.6416	NPC251090
Remote Similarity	0.6407	NPC285558
Remote Similarity	0.64	NPC289786
Remote Similarity	0.6393	NPC470474
Remote Similarity	0.6383	NPC208284
Remote Similarity	0.6364	NPC245816
Remote Similarity	0.6364	NPC476138
Remote Similarity	0.6356	NPC471603
Remote Similarity	0.6348	NPC232727
Remote Similarity	0.634	NPC290689
Remote Similarity	0.6321	NPC177404
Remote Similarity	0.6272	NPC473053
Remote Similarity	0.6266	NPC47059
Remote Similarity	0.6266	NPC329708
Remote Similarity	0.6266	NPC165349
Remote Similarity	0.6266	NPC264166
Remote Similarity	0.6266	NPC274291
Remote Similarity	0.6266	NPC308906
Remote Similarity	0.6266	NPC118832
Remote Similarity	0.6261	NPC287437
Remote Similarity	0.6261	NPC476287
Remote Similarity	0.6261	NPC476578
Remote Similarity	0.6261	NPC4071
Remote Similarity	0.6261	NPC476582
Remote Similarity	0.6245	NPC242923
Remote Similarity	0.6234	NPC477019
Remote Similarity	0.6234	NPC121772
Remote Similarity	0.6234	NPC19872
Remote Similarity	0.623	NPC130570
Remote Similarity	0.6218	NPC26679
Remote Similarity	0.6216	NPC176127
Remote Similarity	0.6203	NPC123976
Remote Similarity	0.6203	NPC167860
Remote Similarity	0.6201	NPC222018
Remote Similarity	0.6201	NPC13880
Remote Similarity	0.6197	NPC476581
Remote Similarity	0.6197	NPC16452
Remote Similarity	0.6197	NPC36229
Remote Similarity	0.6192	NPC266931
Remote Similarity	0.619	NPC26872
Remote Similarity	0.6186	NPC471178
Remote Similarity	0.6168	NPC471177
Remote Similarity	0.6168	NPC124542
Remote Similarity	0.6168	NPC59779
Remote Similarity	0.6167	NPC50562
Remote Similarity	0.6164	NPC329793
Remote Similarity	0.6154	NPC475774
Remote Similarity	0.6141	NPC67658
Remote Similarity	0.614	NPC118511
Remote Similarity	0.6126	NPC30540
Remote Similarity	0.6126	NPC168486
Remote Similarity	0.6126	NPC222592
Remote Similarity	0.6125	NPC477610
Remote Similarity	0.6125	NPC162530
Remote Similarity	0.6113	NPC60006
Remote Similarity	0.6109	NPC283152
Remote Similarity	0.6104	NPC224928
Remote Similarity	0.6103	NPC26850
Remote Similarity	0.6102	NPC323345
Remote Similarity	0.6102	NPC470164
Remote Similarity	0.6101	NPC476518
Remote Similarity	0.6094	NPC234197
Remote Similarity	0.6092	NPC185782
Remote Similarity	0.6091	NPC312872
Remote Similarity	0.6087	NPC471323
Remote Similarity	0.6083	NPC128084
Remote Similarity	0.6078	NPC127085
Remote Similarity	0.6076	NPC313189
Remote Similarity	0.6073	NPC14651
Remote Similarity	0.6073	NPC121658
Remote Similarity	0.6073	NPC245348
Remote Similarity	0.6068	NPC31930
Remote Similarity	0.6065	NPC473057
Remote Similarity	0.6062	NPC171171
Remote Similarity	0.6055	NPC39092
Remote Similarity	0.6053	NPC471593
Remote Similarity	0.605	NPC82548
Remote Similarity	0.6045	NPC111624
Remote Similarity	0.6044	NPC84478
Remote Similarity	0.6044	NPC204717
Remote Similarity	0.6034	NPC476124
Remote Similarity	0.6034	NPC267928
Remote Similarity	0.6034	NPC476121
Remote Similarity	0.6033	NPC470549
Remote Similarity	0.6032	NPC180504
Remote Similarity	0.6031	NPC477796
Remote Similarity	0.6031	NPC477795
Remote Similarity	0.6031	NPC477806
Remote Similarity	0.6031	NPC477805
Remote Similarity	0.6029	NPC471312
Remote Similarity	0.6027	NPC161887
Remote Similarity	0.6026	NPC329747
Remote Similarity	0.6025	NPC477609
Remote Similarity	0.6025	NPC473822
Remote Similarity	0.6024	NPC187145
Remote Similarity	0.6018	NPC314002
Remote Similarity	0.6017	NPC53069
Remote Similarity	0.6017	NPC251160
Remote Similarity	0.6017	NPC202605
Remote Similarity	0.6017	NPC202768
Remote Similarity	0.6017	NPC112206
Remote Similarity	0.6017	NPC316981
Remote Similarity	0.6017	NPC296482
Remote Similarity	0.6016	NPC17305
Remote Similarity	0.6016	NPC160666
Remote Similarity	0.6016	NPC310118
Remote Similarity	0.6009	NPC472289
Remote Similarity	0.6008	NPC288349
Remote Similarity	0.6008	NPC170114
Remote Similarity	0.6	NPC99666
Remote Similarity	0.6	NPC470020
Remote Similarity	0.6	NPC220765
Remote Similarity	0.6	NPC193267
Remote Similarity	0.6	NPC213530
Remote Similarity	0.5992	NPC469554
Remote Similarity	0.5992	NPC236668
Remote Similarity	0.5967	NPC146976
Remote Similarity	0.5966	NPC472111
Remote Similarity	0.5965	NPC66083
Remote Similarity	0.5964	NPC184964
Remote Similarity	0.596	NPC110151
Remote Similarity	0.5958	NPC80596
Remote Similarity	0.5956	NPC219963
Remote Similarity	0.5955	NPC473764
Remote Similarity	0.5955	NPC314940
Remote Similarity	0.5943	NPC8022
Remote Similarity	0.5943	NPC470799
Remote Similarity	0.5941	NPC135549
Remote Similarity	0.5941	NPC193238
Remote Similarity	0.5936	NPC108469
Remote Similarity	0.5934	NPC471304
Remote Similarity	0.5931	NPC473342
Remote Similarity	0.5931	NPC477167
Remote Similarity	0.5929	NPC101543
Remote Similarity	0.5927	NPC470501
Remote Similarity	0.5924	NPC475070
Remote Similarity	0.5923	NPC194967
Remote Similarity	0.5917	NPC97367
Remote Similarity	0.5917	NPC475910
Remote Similarity	0.5911	NPC472099
Remote Similarity	0.5907	NPC316756
Remote Similarity	0.5907	NPC473761
Remote Similarity	0.5906	NPC96584
Remote Similarity	0.5906	NPC255800
Remote Similarity	0.5905	NPC84853
Remote Similarity	0.5903	NPC284678
Remote Similarity	0.5896	NPC157931
Remote Similarity	0.5895	NPC206251
Remote Similarity	0.5895	NPC74382
Remote Similarity	0.5892	NPC174758
Remote Similarity	0.5889	NPC201508
Remote Similarity	0.5887	NPC60621
Remote Similarity	0.5887	NPC470502
Remote Similarity	0.5885	NPC96405
Remote Similarity	0.5885	NPC171409
Remote Similarity	0.5885	NPC266551
Remote Similarity	0.5882	NPC162484
Remote Similarity	0.5882	NPC223427
Remote Similarity	0.5882	NPC164664
Remote Similarity	0.588	NPC216369
Remote Similarity	0.588	NPC125597
Remote Similarity	0.5872	NPC72211
Remote Similarity	0.587	NPC224327
Remote Similarity	0.587	NPC242928
Remote Similarity	0.5868	NPC5145
Remote Similarity	0.5868	NPC11464
Remote Similarity	0.5866	NPC49547
Remote Similarity	0.5862	NPC477166
Remote Similarity	0.5862	NPC304187
Remote Similarity	0.5859	NPC295228
Remote Similarity	0.5858	NPC470505
Remote Similarity	0.5858	NPC210256
Remote Similarity	0.5857	NPC470018
Remote Similarity	0.5857	NPC103687
Remote Similarity	0.5857	NPC132631
Remote Similarity	0.5855	NPC242209
Remote Similarity	0.5855	NPC70259
Remote Similarity	0.5854	NPC473513
Remote Similarity	0.5854	NPC12100
Remote Similarity	0.5852	NPC204385
Remote Similarity	0.5851	NPC477111
Remote Similarity	0.5848	NPC288943
Remote Similarity	0.5847	NPC476167

Drug Structure

NPD1964 OpenBabel08211701392D 26 27 0 0 0 0 0 0 0 0999 V2000 -6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 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 -1.7321 0.0000 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 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 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 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 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 -5.1962 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 -2.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 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 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 23 1 0 0 0 0 3 6 2 0 0 0 0 3 10 1 0 0 0 0 4 5 2 0 0 0 0 4 12 1 0 0 0 0 5 13 1 0 0 0 0 6 14 1 0 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 8 20 1 0 0 0 0 9 10 2 0 0 0 0 9 21 1 0 0 0 0 10 17 1 0 0 0 0 11 12 2 0 0 0 0 11 15 1 0 0 0 0 12 19 1 0 0 0 0 13 15 2 0 0 0 0 13 23 1 0 0 0 0 14 21 2 0 0 0 0 14 22 1 0 0 0 0 15 18 1 0 0 0 0 16 20 2 3 0 0 0 16 22 1 0 0 0 0 16 24 1 0 0 0 0 22 25 1 0 0 0 0 24 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC012529
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3001152
ChEBI
CAS Number

Drug Properties

Molecular Weight	430.99
ALogP	2.9072
MLogP	2.34
XLogP	4.869
HDA	3
HBD	1
Rotatable Bonds	12
TPSA	85.31
RO5 Violation	0