NPASS drugs

Drug Information

Drug ID:	NPD2979
Drug Name:	Naproxcinod
Molecular Formula:	C18H21NO6
Canonical SMILES:	COc1ccc2c(c1)ccc(c2)[C@@H](C(=O)OCCCCON(=O)=O)C
Standard InCHI:	InChI=1S/C18H21NO6/c1-13(18(20)24-9-3-4-10-25-19(21)22)14-5-6-16-12-17(23-2)8-7-15(16)11-14/h5-8,11-13H,3-4,9-10H2,1-2H3/t13-/m0/s1
Standard InCHIKey:	AKFJWRDCWYYTIG-ZDUSSCGKSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2979

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	208
0.1-0.2	1152
0.2-0.3	1931
0.3-0.4	5143
0.4-0.5	8214
0.5-0.6	3002
0.6-0.7	9501
0.7-0.8	1719
0.8-0.85	19
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	0.8906	NPC111088
Intermediate Similarity	0.8333	NPC75432
Intermediate Similarity	0.8284	NPC223807
Intermediate Similarity	0.8248	NPC183103
Intermediate Similarity	0.8129	NPC213122
Intermediate Similarity	0.8102	NPC470725
Intermediate Similarity	0.8095	NPC95526
Intermediate Similarity	0.8077	NPC328694
Intermediate Similarity	0.8074	NPC474737
Intermediate Similarity	0.8069	NPC471305
Intermediate Similarity	0.8069	NPC290038
Intermediate Similarity	0.8042	NPC29599
Intermediate Similarity	0.8042	NPC472523
Intermediate Similarity	0.8041	NPC475722
Intermediate Similarity	0.8028	NPC475104
Intermediate Similarity	0.8015	NPC234956
Intermediate Similarity	0.8015	NPC428300
Intermediate Similarity	0.8	NPC25648
Intermediate Similarity	0.8	NPC311339
Intermediate Similarity	0.8	NPC27394
Intermediate Similarity	0.7984	NPC283169
Intermediate Similarity	0.7973	NPC127827
Intermediate Similarity	0.7971	NPC475102
Intermediate Similarity	0.7969	NPC109241
Intermediate Similarity	0.7955	NPC478121
Intermediate Similarity	0.7945	NPC260152
Intermediate Similarity	0.7939	NPC293424
Intermediate Similarity	0.7929	NPC205915
Intermediate Similarity	0.7919	NPC261322
Intermediate Similarity	0.7919	NPC472298
Intermediate Similarity	0.7917	NPC246474
Intermediate Similarity	0.7917	NPC218092
Intermediate Similarity	0.7917	NPC162851
Intermediate Similarity	0.7914	NPC164295
Intermediate Similarity	0.7914	NPC239134
Intermediate Similarity	0.7914	NPC258073
Intermediate Similarity	0.791	NPC473464
Intermediate Similarity	0.791	NPC476332
Intermediate Similarity	0.791	NPC121168
Intermediate Similarity	0.7902	NPC233707
Intermediate Similarity	0.7895	NPC322569
Intermediate Similarity	0.7881	NPC44606
Intermediate Similarity	0.7872	NPC176814
Intermediate Similarity	0.7872	NPC68779
Intermediate Similarity	0.7872	NPC209858
Intermediate Similarity	0.7872	NPC5310
Intermediate Similarity	0.7872	NPC4982
Intermediate Similarity	0.7872	NPC300776
Intermediate Similarity	0.7872	NPC324117
Intermediate Similarity	0.7868	NPC232387
Intermediate Similarity	0.7857	NPC312560
Intermediate Similarity	0.7847	NPC476191
Intermediate Similarity	0.7846	NPC51345
Intermediate Similarity	0.7842	NPC249425
Intermediate Similarity	0.784	NPC1065
Intermediate Similarity	0.7838	NPC473927
Intermediate Similarity	0.7832	NPC470721
Intermediate Similarity	0.7832	NPC290601
Intermediate Similarity	0.7832	NPC6100
Intermediate Similarity	0.7832	NPC470722
Intermediate Similarity	0.7832	NPC186647
Intermediate Similarity	0.7832	NPC156888
Intermediate Similarity	0.782	NPC103916
Intermediate Similarity	0.7817	NPC113295
Intermediate Similarity	0.7817	NPC95485
Intermediate Similarity	0.7817	NPC88065
Intermediate Similarity	0.7817	NPC211386
Intermediate Similarity	0.7817	NPC89504
Intermediate Similarity	0.7812	NPC470723
Intermediate Similarity	0.781	NPC177925
Intermediate Similarity	0.7801	NPC470406
Intermediate Similarity	0.78	NPC300983
Intermediate Similarity	0.7794	NPC89630
Intermediate Similarity	0.7786	NPC312105
Intermediate Similarity	0.7786	NPC279596
Intermediate Similarity	0.7785	NPC181464
Intermediate Similarity	0.7778	NPC265335
Intermediate Similarity	0.777	NPC206028
Intermediate Similarity	0.7762	NPC475549
Intermediate Similarity	0.7761	NPC129176
Intermediate Similarity	0.7761	NPC241001
Intermediate Similarity	0.7761	NPC212559
Intermediate Similarity	0.7755	NPC158871
Intermediate Similarity	0.7755	NPC472840
Intermediate Similarity	0.7746	NPC110958
Intermediate Similarity	0.7746	NPC37065
Intermediate Similarity	0.7746	NPC19890
Intermediate Similarity	0.7744	NPC98748
Intermediate Similarity	0.774	NPC149780
Intermediate Similarity	0.7737	NPC170749
Intermediate Similarity	0.7733	NPC24193
Intermediate Similarity	0.773	NPC474340
Intermediate Similarity	0.7727	NPC239113
Intermediate Similarity	0.7727	NPC115123
Intermediate Similarity	0.7724	NPC470407
Intermediate Similarity	0.7721	NPC470887
Intermediate Similarity	0.7721	NPC320287
Intermediate Similarity	0.7718	NPC225173
Intermediate Similarity	0.7718	NPC211565
Intermediate Similarity	0.7718	NPC163846
Intermediate Similarity	0.7718	NPC60389
Intermediate Similarity	0.7712	NPC477691
Intermediate Similarity	0.7703	NPC91694
Intermediate Similarity	0.7703	NPC470932
Intermediate Similarity	0.7703	NPC300603
Intermediate Similarity	0.7698	NPC181675
Intermediate Similarity	0.7692	NPC44245
Intermediate Similarity	0.7692	NPC470844
Intermediate Similarity	0.7692	NPC72796
Intermediate Similarity	0.7681	NPC474264
Intermediate Similarity	0.768	NPC241224
Intermediate Similarity	0.7677	NPC143328
Intermediate Similarity	0.7676	NPC472591
Intermediate Similarity	0.7671	NPC168471
Intermediate Similarity	0.7671	NPC100675
Intermediate Similarity	0.7667	NPC478163
Intermediate Similarity	0.7667	NPC125801
Intermediate Similarity	0.7664	NPC470163
Intermediate Similarity	0.7664	NPC470162
Intermediate Similarity	0.7664	NPC56332
Intermediate Similarity	0.766	NPC470977
Intermediate Similarity	0.766	NPC470976
Intermediate Similarity	0.766	NPC196979
Intermediate Similarity	0.7656	NPC234639
Intermediate Similarity	0.7652	NPC81067
Intermediate Similarity	0.7652	NPC9341
Intermediate Similarity	0.7647	NPC477690
Intermediate Similarity	0.7647	NPC273483
Intermediate Similarity	0.7647	NPC10429
Intermediate Similarity	0.7647	NPC152946
Intermediate Similarity	0.7643	NPC476748
Intermediate Similarity	0.7643	NPC241354
Intermediate Similarity	0.7643	NPC131684
Intermediate Similarity	0.7643	NPC57552
Intermediate Similarity	0.7639	NPC471670
Intermediate Similarity	0.7639	NPC90431
Intermediate Similarity	0.7635	NPC18211
Intermediate Similarity	0.7635	NPC474036
Intermediate Similarity	0.7635	NPC474599
Intermediate Similarity	0.7632	NPC119929
Intermediate Similarity	0.7628	NPC472299
Intermediate Similarity	0.7622	NPC1249
Intermediate Similarity	0.7622	NPC274876
Intermediate Similarity	0.7615	NPC280760
Intermediate Similarity	0.7612	NPC264976
Intermediate Similarity	0.7612	NPC42657
Intermediate Similarity	0.7609	NPC137416
Intermediate Similarity	0.7609	NPC280767
Intermediate Similarity	0.7603	NPC79372
Intermediate Similarity	0.76	NPC104024
Intermediate Similarity	0.76	NPC80230
Intermediate Similarity	0.76	NPC101755
Intermediate Similarity	0.76	NPC304687
Intermediate Similarity	0.76	NPC65574
Intermediate Similarity	0.76	NPC39361
Intermediate Similarity	0.76	NPC58752
Intermediate Similarity	0.7594	NPC469954
Intermediate Similarity	0.7594	NPC325295
Intermediate Similarity	0.7594	NPC76308
Intermediate Similarity	0.7591	NPC473942
Intermediate Similarity	0.7591	NPC279379
Intermediate Similarity	0.7589	NPC282230
Intermediate Similarity	0.7589	NPC183348
Intermediate Similarity	0.7589	NPC245395
Intermediate Similarity	0.7586	NPC471542
Intermediate Similarity	0.7584	NPC472836
Intermediate Similarity	0.7584	NPC189650
Intermediate Similarity	0.7582	NPC118332
Intermediate Similarity	0.758	NPC78944
Intermediate Similarity	0.7574	NPC162935
Intermediate Similarity	0.7574	NPC249340
Intermediate Similarity	0.7571	NPC2596
Intermediate Similarity	0.7569	NPC22644
Intermediate Similarity	0.7569	NPC152209
Intermediate Similarity	0.7568	NPC137920
Intermediate Similarity	0.7568	NPC201297
Intermediate Similarity	0.7568	NPC125134
Intermediate Similarity	0.7568	NPC86455
Intermediate Similarity	0.7566	NPC233267
Intermediate Similarity	0.7566	NPC291049
Intermediate Similarity	0.7566	NPC474305
Intermediate Similarity	0.7564	NPC19600
Intermediate Similarity	0.7557	NPC165106
Intermediate Similarity	0.7552	NPC49742
Intermediate Similarity	0.7552	NPC59459
Intermediate Similarity	0.7552	NPC472524
Intermediate Similarity	0.7551	NPC282291
Intermediate Similarity	0.7551	NPC78987
Intermediate Similarity	0.7551	NPC82336
Intermediate Similarity	0.7551	NPC166137
Intermediate Similarity	0.755	NPC40654
Intermediate Similarity	0.755	NPC470757
Intermediate Similarity	0.755	NPC262804
Intermediate Similarity	0.755	NPC142863
Intermediate Similarity	0.7548	NPC3898
Intermediate Similarity	0.7548	NPC234730
Intermediate Similarity	0.754	NPC38209
Intermediate Similarity	0.7537	NPC277460
Intermediate Similarity	0.7537	NPC159916
Intermediate Similarity	0.7537	NPC205502

Drug Structure

NPD2979 OpenBabel08211702562D 25 26 0 0 1 0 0 0 0 0999 V2000 2.5981 2.5000 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 6.0622 1.5000 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 -0.0000 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 -0.8660 1.5000 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 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 1 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 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 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2 23 1 0 0 0 0 3 4 1 0 0 0 0 3 9 1 0 0 0 0 4 10 1 0 0 0 0 5 6 2 0 0 0 0 5 14 1 0 0 0 0 6 16 1 0 0 0 0 7 8 1 0 0 0 0 7 15 2 0 0 0 0 8 17 2 0 0 0 0 9 24 1 0 0 0 0 10 25 1 0 0 0 0 11 14 2 0 0 0 0 11 15 1 0 0 0 0 12 16 2 0 0 0 0 12 17 1 0 0 0 0 13 1 1 6 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 15 16 1 0 0 0 0 17 23 1 0 0 0 0 18 20 2 0 0 0 0 18 24 1 0 0 0 0 19 21 2 0 0 0 0 19 22 2 0 0 0 0 19 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011521
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	347.14
ALogP	-0.4151
MLogP	2.67
XLogP	5.03
HDA	2
HBD	0
Rotatable Bonds	12
TPSA	90.58
RO5 Violation	1