NPASS drugs

Drug Information

Drug ID:	NPD1474
Drug Name:
Molecular Formula:	C14H9Cl3N2OS
Canonical SMILES:	CSc1[nH]c2c(n1)cc(c(c2)Cl)Oc1cccc(c1Cl)Cl
Standard InCHI:	InChI=1S/C14H9Cl3N2OS/c1-21-14-18-9-5-8(16)12(6-10(9)19-14)20-11-4-2-3-7(15)13(11)17/h2-6H,1H3,(H,18,19)
Standard InCHIKey:	NQPDXQQQCQDHHW-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1474

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	1611
0.1-0.2	11190
0.2-0.3	8552
0.3-0.4	7085
0.4-0.5	1921
0.5-0.6	496
0.6-0.7	33
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	0.7119	NPC316756
Intermediate Similarity	0.7004	NPC187145
Remote Similarity	0.6779	NPC285635
Remote Similarity	0.6558	NPC258773
Remote Similarity	0.6484	NPC56271
Remote Similarity	0.6389	NPC1527
Remote Similarity	0.6351	NPC118776
Remote Similarity	0.6226	NPC36168
Remote Similarity	0.6197	NPC121772
Remote Similarity	0.619	NPC131017
Remote Similarity	0.6186	NPC162484
Remote Similarity	0.6184	NPC110741
Remote Similarity	0.617	NPC232727
Remote Similarity	0.6164	NPC70259
Remote Similarity	0.6154	NPC42483
Remote Similarity	0.615	NPC84478
Remote Similarity	0.6128	NPC176538
Remote Similarity	0.6121	NPC205934
Remote Similarity	0.6121	NPC43787
Remote Similarity	0.6118	NPC223427
Remote Similarity	0.6111	NPC72211
Remote Similarity	0.6106	NPC176127
Remote Similarity	0.6098	NPC216159
Remote Similarity	0.6085	NPC39092
Remote Similarity	0.6073	NPC86078
Remote Similarity	0.6058	NPC201697
Remote Similarity	0.6033	NPC123976
Remote Similarity	0.6033	NPC167860
Remote Similarity	0.6032	NPC315822
Remote Similarity	0.6017	NPC471593
Remote Similarity	0.6008	NPC475085
Remote Similarity	0.6008	NPC475112
Remote Similarity	0.6008	NPC291535
Remote Similarity	0.6008	NPC135887
Remote Similarity	0.6008	NPC199277
Remote Similarity	0.5992	NPC315957
Remote Similarity	0.5984	NPC48353
Remote Similarity	0.5984	NPC471603
Remote Similarity	0.5976	NPC166655
Remote Similarity	0.5969	NPC30540
Remote Similarity	0.5966	NPC476044
Remote Similarity	0.5966	NPC267423
Remote Similarity	0.5962	NPC114209
Remote Similarity	0.5952	NPC227908
Remote Similarity	0.5946	NPC471614
Remote Similarity	0.5932	NPC243834
Remote Similarity	0.5932	NPC70956
Remote Similarity	0.5927	NPC197141
Remote Similarity	0.5924	NPC19872
Remote Similarity	0.5909	NPC193777
Remote Similarity	0.5904	NPC193267
Remote Similarity	0.5904	NPC213530
Remote Similarity	0.59	NPC470586
Remote Similarity	0.589	NPC13880
Remote Similarity	0.5885	NPC476465
Remote Similarity	0.5882	NPC18487
Remote Similarity	0.5868	NPC471736
Remote Similarity	0.5868	NPC476106
Remote Similarity	0.5867	NPC474409
Remote Similarity	0.5867	NPC314557
Remote Similarity	0.5864	NPC120798
Remote Similarity	0.5858	NPC329747
Remote Similarity	0.5837	NPC79911
Remote Similarity	0.5837	NPC296527
Remote Similarity	0.5826	NPC285558
Remote Similarity	0.5815	NPC315715
Remote Similarity	0.5812	NPC76748
Remote Similarity	0.5806	NPC50511
Remote Similarity	0.5805	NPC84853
Remote Similarity	0.5794	NPC60621
Remote Similarity	0.5794	NPC310118
Remote Similarity	0.5787	NPC92111
Remote Similarity	0.5781	NPC66777
Remote Similarity	0.5781	NPC471762
Remote Similarity	0.5769	NPC242928
Remote Similarity	0.5758	NPC471609
Remote Similarity	0.5755	NPC308392
Remote Similarity	0.575	NPC187558
Remote Similarity	0.5749	NPC242923
Remote Similarity	0.5745	NPC134079
Remote Similarity	0.5742	NPC157931
Remote Similarity	0.5738	NPC307963
Remote Similarity	0.5731	NPC477532
Remote Similarity	0.5726	NPC329793
Remote Similarity	0.572	NPC245816
Remote Similarity	0.572	NPC476138
Remote Similarity	0.572	NPC252251
Remote Similarity	0.5714	NPC249583
Remote Similarity	0.5714	NPC4687
Remote Similarity	0.5708	NPC476518
Remote Similarity	0.5703	NPC469592
Remote Similarity	0.5703	NPC476287
Remote Similarity	0.5703	NPC471080
Remote Similarity	0.5703	NPC153467
Remote Similarity	0.5698	NPC209174
Remote Similarity	0.5697	NPC470930
Remote Similarity	0.5696	NPC88363
Remote Similarity	0.5696	NPC72980
Remote Similarity	0.5692	NPC477533
Remote Similarity	0.569	NPC212535
Remote Similarity	0.569	NPC251090
Remote Similarity	0.569	NPC242209
Remote Similarity	0.5686	NPC122436
Remote Similarity	0.5683	NPC14651
Remote Similarity	0.5683	NPC121658
Remote Similarity	0.5681	NPC110151
Remote Similarity	0.568	NPC470549
Remote Similarity	0.5676	NPC477531
Remote Similarity	0.5676	NPC160666
Remote Similarity	0.5675	NPC46561
Remote Similarity	0.5673	NPC45190
Remote Similarity	0.5673	NPC300156
Remote Similarity	0.5668	NPC185782
Remote Similarity	0.566	NPC206251
Remote Similarity	0.566	NPC171393
Remote Similarity	0.566	NPC74382
Remote Similarity	0.566	NPC295452
Remote Similarity	0.5658	NPC111624
Remote Similarity	0.5657	NPC148183
Remote Similarity	0.5657	NPC152768
Remote Similarity	0.5657	NPC170114
Remote Similarity	0.5652	NPC308906
Remote Similarity	0.5647	NPC144114
Remote Similarity	0.5647	NPC474798
Remote Similarity	0.5647	NPC161887
Remote Similarity	0.5645	NPC113369
Remote Similarity	0.5641	NPC94943
Remote Similarity	0.5636	NPC224327
Remote Similarity	0.5633	NPC95898
Remote Similarity	0.5631	NPC26850
Remote Similarity	0.5628	NPC475910
Remote Similarity	0.5625	NPC130570
Remote Similarity	0.5622	NPC208284
Remote Similarity	0.5622	NPC87413
Remote Similarity	0.562	NPC128823
Remote Similarity	0.5613	NPC469594
Remote Similarity	0.5608	NPC198503
Remote Similarity	0.5607	NPC475190
Remote Similarity	0.5605	NPC209769
Remote Similarity	0.5605	NPC174672
Remote Similarity	0.5602	NPC153042
Remote Similarity	0.56	NPC26679
Remote Similarity	0.56	NPC308137
Remote Similarity	0.56	NPC316981
Remote Similarity	0.56	NPC310211
Remote Similarity	0.56	NPC294620

Drug Structure

NPD1474 OpenBabel08211700192D 22 24 0 0 0 0 0 0 0 0999 V2000 -2.4945 -0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 0.9781 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 -0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 -0.0219 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 3.9781 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 0.9781 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 0.8090 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 1.9400 2.9781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 -0.9706 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.3794 1.0169 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 7 1 0 0 0 0 4 11 2 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 6 12 2 0 0 0 0 7 13 2 0 0 0 0 7 15 1 0 0 0 0 8 12 1 0 0 0 0 8 16 1 0 0 0 0 9 10 2 0 0 0 0 9 18 1 0 0 0 0 10 19 1 0 0 0 0 11 13 1 0 0 0 0 11 20 1 0 0 0 0 12 20 1 0 0 0 0 13 17 1 0 0 0 0 14 18 1 0 0 0 0 14 19 2 0 0 0 0 14 21 1 0 0 0 0 18 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC010893
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	50248
ChEBI
CAS Number

Drug Properties

Molecular Weight	357.95
ALogP	2.3513
MLogP	2.23
XLogP	4.656
HDA	2
HBD	1
Rotatable Bonds	7
TPSA	63.21
RO5 Violation	0