NPASS drugs

Drug Information

Drug ID:	NPD2531
Drug Name:	Naproxen Etemesil
Molecular Formula:	C17H20O5S
Canonical SMILES:	COc1ccc2c(c1)ccc(c2)[C@@H](C(=O)OCCS(=O)(=O)C)C
Standard InCHI:	InChI=1S/C17H20O5S/c1-12(17(18)22-8-9-23(3,19)20)13-4-5-15-11-16(21-2)7-6-14(15)10-13/h4-7,10-12H,8-9H2,1-3H3/t12-/m0/s1
Standard InCHIKey:	JGBUBSOKFSVXKS-LBPRGKRZSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2531

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	231
0.1-0.2	1242
0.2-0.3	2277
0.3-0.4	6278
0.4-0.5	7347
0.5-0.6	4338
0.6-0.7	8606
0.7-0.8	569
0.8-0.85	1
0.85-0.9	1
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
High Similarity	0.8571	NPC111088
Intermediate Similarity	0.8029	NPC75432
Intermediate Similarity	0.7986	NPC223807
Intermediate Similarity	0.7958	NPC183103
Intermediate Similarity	0.7847	NPC213122
Intermediate Similarity	0.78	NPC290038
Intermediate Similarity	0.7786	NPC474737
Intermediate Similarity	0.7778	NPC328694
Intermediate Similarity	0.777	NPC29599
Intermediate Similarity	0.777	NPC472523
Intermediate Similarity	0.773	NPC428300
Intermediate Similarity	0.7712	NPC127827
Intermediate Similarity	0.7712	NPC95526
Intermediate Similarity	0.7704	NPC25648
Intermediate Similarity	0.7692	NPC470725
Intermediate Similarity	0.7682	NPC260152
Intermediate Similarity	0.7682	NPC471305
Intermediate Similarity	0.7669	NPC109241
Intermediate Similarity	0.7664	NPC478121
Intermediate Similarity	0.7662	NPC472298
Intermediate Similarity	0.7662	NPC261322
Intermediate Similarity	0.7662	NPC475722
Intermediate Similarity	0.7655	NPC205915
Intermediate Similarity	0.7651	NPC246474
Intermediate Similarity	0.7651	NPC218092
Intermediate Similarity	0.7651	NPC162851
Intermediate Similarity	0.7647	NPC293424
Intermediate Similarity	0.7639	NPC164295
Intermediate Similarity	0.7639	NPC239134
Intermediate Similarity	0.7635	NPC233707
Intermediate Similarity	0.7635	NPC475104
Intermediate Similarity	0.7626	NPC121168
Intermediate Similarity	0.7603	NPC300776
Intermediate Similarity	0.7603	NPC176814
Intermediate Similarity	0.7603	NPC209858
Intermediate Similarity	0.7603	NPC68779
Intermediate Similarity	0.7603	NPC324117
Intermediate Similarity	0.7603	NPC311339
Intermediate Similarity	0.7603	NPC5310
Intermediate Similarity	0.7603	NPC27394
Intermediate Similarity	0.7603	NPC4982
Intermediate Similarity	0.7591	NPC234956
Intermediate Similarity	0.7589	NPC232387
Intermediate Similarity	0.7582	NPC473927
Intermediate Similarity	0.7569	NPC475102
Intermediate Similarity	0.7569	NPC249425
Intermediate Similarity	0.7568	NPC290601
Intermediate Similarity	0.7568	NPC186647
Intermediate Similarity	0.7556	NPC51345
Intermediate Similarity	0.7556	NPC283169
Intermediate Similarity	0.7551	NPC211386
Intermediate Similarity	0.7551	NPC89504
Intermediate Similarity	0.7551	NPC95485
Intermediate Similarity	0.7551	NPC88065
Intermediate Similarity	0.7538	NPC1065
Intermediate Similarity	0.7536	NPC103916
Intermediate Similarity	0.7535	NPC177925
Intermediate Similarity	0.7534	NPC470406
Intermediate Similarity	0.7532	NPC181464
Intermediate Similarity	0.7519	NPC470723
Intermediate Similarity	0.7518	NPC89630
Intermediate Similarity	0.7517	NPC279596
Intermediate Similarity	0.7517	NPC258073
Intermediate Similarity	0.7516	NPC44606
Intermediate Similarity	0.75	NPC472840
Intermediate Similarity	0.75	NPC312105
Intermediate Similarity	0.75	NPC473464
Intermediate Similarity	0.75	NPC476332
Intermediate Similarity	0.7484	NPC24193
Intermediate Similarity	0.7483	NPC19890
Intermediate Similarity	0.7483	NPC110958
Intermediate Similarity	0.7482	NPC241001
Intermediate Similarity	0.7482	NPC322569
Intermediate Similarity	0.7468	NPC163846
Intermediate Similarity	0.7468	NPC225173
Intermediate Similarity	0.7467	NPC470407
Intermediate Similarity	0.7467	NPC476191
Intermediate Similarity	0.7466	NPC312560
Intermediate Similarity	0.7451	NPC300603
Intermediate Similarity	0.7451	NPC91694
Intermediate Similarity	0.745	NPC156888
Intermediate Similarity	0.745	NPC470722
Intermediate Similarity	0.745	NPC470721
Intermediate Similarity	0.745	NPC6100
Intermediate Similarity	0.7447	NPC470887
Intermediate Similarity	0.7436	NPC300983
Intermediate Similarity	0.7432	NPC72796
Intermediate Similarity	0.7432	NPC470844
Intermediate Similarity	0.7432	NPC113295
Intermediate Similarity	0.7432	NPC44245
Intermediate Similarity	0.7431	NPC181675
Intermediate Similarity	0.7419	NPC478163
Intermediate Similarity	0.7419	NPC125801
Intermediate Similarity	0.7417	NPC168471
Intermediate Similarity	0.7413	NPC474264
Intermediate Similarity	0.7405	NPC10429
Intermediate Similarity	0.74	NPC265335
Intermediate Similarity	0.7397	NPC470976
Intermediate Similarity	0.7397	NPC470977
Intermediate Similarity	0.7397	NPC196979
Intermediate Similarity	0.7394	NPC470162
Intermediate Similarity	0.7394	NPC56332
Intermediate Similarity	0.7394	NPC470163
Intermediate Similarity	0.7386	NPC474036
Intermediate Similarity	0.7386	NPC158871
Intermediate Similarity	0.7386	NPC18211
Intermediate Similarity	0.7385	NPC241224
Intermediate Similarity	0.7383	NPC90431
Intermediate Similarity	0.7383	NPC475549
Intermediate Similarity	0.7383	NPC471670
Intermediate Similarity	0.7379	NPC241354
Intermediate Similarity	0.7379	NPC57552
Intermediate Similarity	0.7379	NPC131684
Intermediate Similarity	0.7379	NPC206028
Intermediate Similarity	0.7376	NPC152946
Intermediate Similarity	0.7375	NPC115123
Intermediate Similarity	0.7375	NPC239113
Intermediate Similarity	0.7368	NPC234639
Intermediate Similarity	0.7368	NPC149780
Intermediate Similarity	0.7365	NPC1249
Intermediate Similarity	0.7365	NPC37065
Intermediate Similarity	0.7365	NPC274876
Intermediate Similarity	0.7358	NPC477691
Intermediate Similarity	0.7357	NPC129176
Intermediate Similarity	0.7357	NPC212559
Intermediate Similarity	0.7355	NPC65574
Intermediate Similarity	0.7355	NPC60389
Intermediate Similarity	0.7355	NPC104024
Intermediate Similarity	0.7355	NPC39361
Intermediate Similarity	0.7355	NPC304687
Intermediate Similarity	0.7355	NPC80230
Intermediate Similarity	0.7355	NPC101755
Intermediate Similarity	0.7355	NPC211565
Intermediate Similarity	0.7347	NPC474340
Intermediate Similarity	0.7343	NPC170749
Intermediate Similarity	0.7343	NPC280767
Intermediate Similarity	0.7343	NPC137416
Intermediate Similarity	0.7338	NPC470932
Intermediate Similarity	0.7338	NPC189650
Intermediate Similarity	0.7338	NPC98748
Intermediate Similarity	0.7338	NPC42657
Intermediate Similarity	0.7338	NPC472836
Intermediate Similarity	0.7338	NPC264976
Intermediate Similarity	0.7333	NPC280760
Intermediate Similarity	0.7329	NPC282230
Intermediate Similarity	0.7329	NPC183348
Intermediate Similarity	0.7329	NPC245395
Intermediate Similarity	0.7329	NPC143328
Intermediate Similarity	0.7325	NPC291049
Intermediate Similarity	0.7325	NPC233267
Intermediate Similarity	0.7324	NPC320287
Intermediate Similarity	0.7324	NPC473942
Intermediate Similarity	0.732	NPC137920
Intermediate Similarity	0.732	NPC125134
Intermediate Similarity	0.732	NPC201297
Intermediate Similarity	0.732	NPC86455
Intermediate Similarity	0.7319	NPC469954
Intermediate Similarity	0.7319	NPC76308
Intermediate Similarity	0.7319	NPC325295
Intermediate Similarity	0.7315	NPC22644
Intermediate Similarity	0.7312	NPC234730
Intermediate Similarity	0.731	NPC2596
Intermediate Similarity	0.7308	NPC142863
Intermediate Similarity	0.7308	NPC262804
Intermediate Similarity	0.7308	NPC40654
Intermediate Similarity	0.7305	NPC162935
Intermediate Similarity	0.7305	NPC249340
Intermediate Similarity	0.7303	NPC282291
Intermediate Similarity	0.7303	NPC82336
Intermediate Similarity	0.7303	NPC166137
Intermediate Similarity	0.7303	NPC100675
Intermediate Similarity	0.7303	NPC78987
Intermediate Similarity	0.7297	NPC472524
Intermediate Similarity	0.7297	NPC472591
Intermediate Similarity	0.7297	NPC49742
Intermediate Similarity	0.7296	NPC477690
Intermediate Similarity	0.7296	NPC273483
Intermediate Similarity	0.729	NPC49282
Intermediate Similarity	0.7285	NPC307883
Intermediate Similarity	0.7284	NPC472299
Intermediate Similarity	0.7279	NPC165106
Intermediate Similarity	0.7279	NPC191395
Intermediate Similarity	0.7279	NPC15083
Intermediate Similarity	0.7278	NPC119929
Intermediate Similarity	0.7278	NPC474660
Intermediate Similarity	0.7273	NPC474599
Intermediate Similarity	0.7273	NPC143092
Intermediate Similarity	0.7267	NPC102260
Intermediate Similarity	0.7267	NPC307401
Intermediate Similarity	0.7267	NPC230968
Intermediate Similarity	0.7266	NPC205502
Intermediate Similarity	0.7266	NPC159916
Intermediate Similarity	0.7266	NPC277460
Intermediate Similarity	0.7261	NPC262455
Intermediate Similarity	0.7261	NPC177476
Intermediate Similarity	0.7261	NPC105415
Intermediate Similarity	0.726	NPC170546
Intermediate Similarity	0.726	NPC66246
Intermediate Similarity	0.726	NPC476748
Intermediate Similarity	0.7255	NPC253722

Drug Structure

NPD2531 OpenBabel08211702172D 23 24 0 0 1 0 0 0 0 0999 V2000 4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5000 6.0622 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 4.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.7321 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 6.0622 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 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 2 21 1 0 0 0 0 3 23 1 0 0 0 0 4 5 2 0 0 0 0 4 13 1 0 0 0 0 5 15 1 0 0 0 0 6 7 1 0 0 0 0 6 14 2 0 0 0 0 7 16 2 0 0 0 0 8 9 1 0 0 0 0 8 22 1 0 0 0 0 9 23 1 0 0 0 0 10 13 2 0 0 0 0 10 14 1 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 12 1 1 6 0 0 0 12 13 1 0 0 0 0 12 17 1 0 0 0 0 14 15 1 0 0 0 0 16 21 1 0 0 0 0 17 18 2 0 0 0 0 17 22 1 0 0 0 0 19 23 2 0 0 0 0 20 23 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001617
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	25170420
ChEBI
CAS Number

Drug Properties

Molecular Weight	336.10
ALogP	-0.1478
MLogP	2.67
XLogP	3.886
HDA	4
HBD	0
Rotatable Bonds	10
TPSA	78.05
RO5 Violation	0