NPASS drugs

Drug Information

Drug ID:	NPD3848
Drug Name:	Capravirine
Molecular Formula:	C20H20Cl2N4O2S
Canonical SMILES:	OC(=N)OCc1nc(c(n1Cc1ccncc1)Sc1cc(Cl)cc(c1)Cl)C(C)C
Standard InCHI:	InChI=1S/C20H20Cl2N4O2S/c1-12(2)18-19(29-16-8-14(21)7-15(22)9-16)26(10-13-3-5-24-6-4-13)17(25-18)11-28-20(23)27/h3-9,12H,10-11H2,1-2H3,(H2,23,27)
Standard InCHIKey:	YQXCVAGCMNFUMQ-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3848

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	512
0.1-0.2	11110
0.2-0.3	13783
0.3-0.4	2453
0.4-0.5	1860
0.5-0.6	1117
0.6-0.7	53
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	0.7129	NPC317054
Intermediate Similarity	0.7037	NPC469308
Remote Similarity	0.6584	NPC39092
Remote Similarity	0.6526	NPC471609
Remote Similarity	0.6471	NPC477591
Remote Similarity	0.6468	NPC469975
Remote Similarity	0.6429	NPC314557
Remote Similarity	0.6368	NPC315715
Remote Similarity	0.6367	NPC471614
Remote Similarity	0.6329	NPC470203
Remote Similarity	0.6294	NPC32002
Remote Similarity	0.6294	NPC315348
Remote Similarity	0.6292	NPC107160
Remote Similarity	0.628	NPC470204
Remote Similarity	0.6256	NPC91895
Remote Similarity	0.625	NPC47596
Remote Similarity	0.6244	NPC120070
Remote Similarity	0.6207	NPC282531
Remote Similarity	0.62	NPC42483
Remote Similarity	0.6179	NPC116961
Remote Similarity	0.6172	NPC225018
Remote Similarity	0.6158	NPC470111
Remote Similarity	0.6154	NPC471603
Remote Similarity	0.613	NPC214827
Remote Similarity	0.613	NPC314930
Remote Similarity	0.6111	NPC477420
Remote Similarity	0.6111	NPC477418
Remote Similarity	0.6087	NPC476219
Remote Similarity	0.6087	NPC143325
Remote Similarity	0.6087	NPC476297
Remote Similarity	0.6085	NPC49217
Remote Similarity	0.6083	NPC12649
Remote Similarity	0.6078	NPC114209
Remote Similarity	0.6066	NPC478182
Remote Similarity	0.6062	NPC150447
Remote Similarity	0.6058	NPC253987
Remote Similarity	0.6052	NPC475024
Remote Similarity	0.605	NPC173344
Remote Similarity	0.6048	NPC122141
Remote Similarity	0.6045	NPC284678
Remote Similarity	0.6045	NPC108011
Remote Similarity	0.6043	NPC182507
Remote Similarity	0.6043	NPC54981
Remote Similarity	0.6032	NPC316756
Remote Similarity	0.6025	NPC149014
Remote Similarity	0.6019	NPC469938
Remote Similarity	0.6018	NPC294693
Remote Similarity	0.6009	NPC472289
Remote Similarity	0.6008	NPC19170
Remote Similarity	0.6008	NPC158055
Remote Similarity	0.6	NPC48938
Remote Similarity	0.6	NPC179787
Remote Similarity	0.6	NPC163055
Remote Similarity	0.6	NPC201380
Remote Similarity	0.6	NPC250178
Remote Similarity	0.5991	NPC478184
Remote Similarity	0.5983	NPC116555
Remote Similarity	0.5983	NPC313421
Remote Similarity	0.5981	NPC476464
Remote Similarity	0.5976	NPC69843
Remote Similarity	0.5975	NPC77022
Remote Similarity	0.5975	NPC242923
Remote Similarity	0.5971	NPC321911
Remote Similarity	0.5963	NPC248454
Remote Similarity	0.5955	NPC307191
Remote Similarity	0.5951	NPC63545
Remote Similarity	0.5951	NPC21461
Remote Similarity	0.595	NPC216221
Remote Similarity	0.595	NPC471312
Remote Similarity	0.5946	NPC49051
Remote Similarity	0.5935	NPC297862
Remote Similarity	0.5935	NPC475920
Remote Similarity	0.5924	NPC293487
Remote Similarity	0.5924	NPC300238
Remote Similarity	0.5922	NPC469811
Remote Similarity	0.5915	NPC71238
Remote Similarity	0.5913	NPC216713
Remote Similarity	0.5911	NPC88121
Remote Similarity	0.5909	NPC314919
Remote Similarity	0.5909	NPC16659
Remote Similarity	0.5909	NPC24864
Remote Similarity	0.59	NPC216159
Remote Similarity	0.5887	NPC160666
Remote Similarity	0.5885	NPC325903
Remote Similarity	0.5877	NPC236711
Remote Similarity	0.5875	NPC470731
Remote Similarity	0.5875	NPC470732
Remote Similarity	0.587	NPC239954
Remote Similarity	0.587	NPC212213
Remote Similarity	0.5865	NPC40070
Remote Similarity	0.5864	NPC265710
Remote Similarity	0.586	NPC478183
Remote Similarity	0.5859	NPC471322
Remote Similarity	0.5859	NPC256893
Remote Similarity	0.5858	NPC282247
Remote Similarity	0.5856	NPC41982
Remote Similarity	0.5851	NPC267811
Remote Similarity	0.5847	NPC66699
Remote Similarity	0.5845	NPC471957
Remote Similarity	0.5845	NPC321617
Remote Similarity	0.5845	NPC280852
Remote Similarity	0.5841	NPC476446
Remote Similarity	0.5841	NPC78375
Remote Similarity	0.5841	NPC469813
Remote Similarity	0.5837	NPC164228
Remote Similarity	0.5837	NPC470233
Remote Similarity	0.5833	NPC476454
Remote Similarity	0.5833	NPC198673
Remote Similarity	0.5809	NPC177996
Remote Similarity	0.5809	NPC147983
Remote Similarity	0.5806	NPC32534
Remote Similarity	0.5804	NPC476341
Remote Similarity	0.5804	NPC171393
Remote Similarity	0.5804	NPC295452
Remote Similarity	0.5802	NPC308906
Remote Similarity	0.5802	NPC129721
Remote Similarity	0.5801	NPC168911
Remote Similarity	0.5801	NPC265576
Remote Similarity	0.5796	NPC312942
Remote Similarity	0.5796	NPC327095
Remote Similarity	0.5794	NPC478185
Remote Similarity	0.5792	NPC54744
Remote Similarity	0.5789	NPC316018
Remote Similarity	0.5789	NPC314058
Remote Similarity	0.5787	NPC56233
Remote Similarity	0.5785	NPC238945
Remote Similarity	0.5778	NPC94752
Remote Similarity	0.5777	NPC63279
Remote Similarity	0.5775	NPC314774
Remote Similarity	0.5775	NPC315126
Remote Similarity	0.5774	NPC124636
Remote Similarity	0.5772	NPC476817
Remote Similarity	0.5772	NPC40455
Remote Similarity	0.5772	NPC64216
Remote Similarity	0.5767	NPC311276
Remote Similarity	0.5766	NPC40530
Remote Similarity	0.5766	NPC314281
Remote Similarity	0.5758	NPC272483
Remote Similarity	0.5754	NPC297642
Remote Similarity	0.575	NPC193370
Remote Similarity	0.5749	NPC314372
Remote Similarity	0.5748	NPC30540
Remote Similarity	0.5747	NPC240088
Remote Similarity	0.5747	NPC68354
Remote Similarity	0.5747	NPC473380
Remote Similarity	0.5745	NPC138562
Remote Similarity	0.5738	NPC175916
Remote Similarity	0.5735	NPC200214
Remote Similarity	0.5732	NPC147810
Remote Similarity	0.5728	NPC190296
Remote Similarity	0.5728	NPC469762
Remote Similarity	0.5726	NPC54537
Remote Similarity	0.5721	NPC316359
Remote Similarity	0.5721	NPC315617
Remote Similarity	0.572	NPC477805
Remote Similarity	0.572	NPC473376
Remote Similarity	0.572	NPC477806
Remote Similarity	0.572	NPC477796
Remote Similarity	0.572	NPC477795
Remote Similarity	0.5714	NPC24678
Remote Similarity	0.5714	NPC160105
Remote Similarity	0.5714	NPC168702
Remote Similarity	0.5714	NPC125659
Remote Similarity	0.5714	NPC474561
Remote Similarity	0.5714	NPC49954
Remote Similarity	0.5714	NPC105818
Remote Similarity	0.5709	NPC56271
Remote Similarity	0.5709	NPC130570
Remote Similarity	0.5708	NPC82331
Remote Similarity	0.5708	NPC62749
Remote Similarity	0.5708	NPC470498
Remote Similarity	0.5701	NPC92796
Remote Similarity	0.5701	NPC135141
Remote Similarity	0.5701	NPC474958
Remote Similarity	0.5696	NPC475288
Remote Similarity	0.5694	NPC162268
Remote Similarity	0.5694	NPC317105
Remote Similarity	0.5689	NPC228835
Remote Similarity	0.5687	NPC470823
Remote Similarity	0.5686	NPC178664
Remote Similarity	0.5681	NPC169586
Remote Similarity	0.5681	NPC469785
Remote Similarity	0.5677	NPC473763
Remote Similarity	0.5677	NPC117244
Remote Similarity	0.5676	NPC475534
Remote Similarity	0.5676	NPC476080
Remote Similarity	0.5676	NPC161242
Remote Similarity	0.5673	NPC285731
Remote Similarity	0.5673	NPC204141
Remote Similarity	0.567	NPC233936
Remote Similarity	0.5662	NPC476103
Remote Similarity	0.566	NPC73952
Remote Similarity	0.566	NPC469786
Remote Similarity	0.566	NPC469763
Remote Similarity	0.566	NPC469760
Remote Similarity	0.566	NPC259644
Remote Similarity	0.566	NPC25008
Remote Similarity	0.566	NPC161108
Remote Similarity	0.566	NPC469765
Remote Similarity	0.5659	NPC104483

Drug Structure

NPD3848 OpenBabel08211704332D 31 33 0 0 0 0 0 0 0 0999 V2000 2.0823 -2.2433 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6810 -3.2614 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 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3838 2.6557 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9190 1.0084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2248 1.3685 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 -1.7601 -0.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0878 -2.3479 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 3.1270 1.9865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4328 2.3467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9680 0.6994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2953 -1.9260 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0780 2.2956 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.6896 3.0158 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.3443 -2.2351 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.5388 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 -3.0385 -2.5952 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5032 -0.9479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7601 -0.2788 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.1363 -3.2132 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8305 -3.5733 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 5 1 0 0 0 0 3 13 2 0 0 0 0 4 6 2 0 0 0 0 4 13 1 0 0 0 0 5 24 2 0 0 0 0 6 24 1 0 0 0 0 7 14 2 0 0 0 0 7 15 1 0 0 0 0 8 14 1 0 0 0 0 8 16 2 0 0 0 0 9 15 2 0 0 0 0 9 16 1 0 0 0 0 10 13 1 0 0 0 0 10 26 1 0 0 0 0 11 17 1 0 0 0 0 11 28 1 0 0 0 0 12 18 1 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 29 1 0 0 0 0 17 25 2 0 0 0 0 17 26 1 0 0 0 0 18 19 2 0 0 0 0 18 25 1 0 0 0 0 19 26 1 0 0 0 0 19 29 1 0 0 0 0 20 23 2 0 0 0 0 20 27 1 0 0 0 0 20 28 1 0 0 0 0 23 30 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007855
DrugBank	DB08502
ChEMBL	CHEMBL435128
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	450.07
ALogP	3.1577
MLogP	2.67
XLogP	5.353
HDA	6
HBD	2
Rotatable Bonds	13
TPSA	109.32
RO5 Violation	1