NPASS drugs

Drug Information

Drug ID:	NPD5003
Drug Name:	pemedolac
Molecular Formula:	C22H23NO3
Canonical SMILES:	CC[C@]1(OC[C@@H](c2c1[nH]c1c2cccc1)Cc1ccccc1)CC(=O)O
Standard InCHI:	InChI=1S/C22H23NO3/c1-2-22(13-19(24)25)21-20(17-10-6-7-11-18(17)23-21)16(14-26-22)12-15-8-4-3-5-9-15/h3-11,16,23H,2,12-14H2,1H3,(H,24,25)/t16-,22-/m0/s1
Standard InCHIKey:	BUUODSZYUAZDIF-AOMKIAJQSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5003

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	204
0.1-0.2	1022
0.2-0.3	3975
0.3-0.4	9416
0.4-0.5	12343
0.5-0.6	2026
0.6-0.7	1356
0.7-0.8	530
0.8-0.85	18
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	0.8474	NPC214428
Intermediate Similarity	0.83	NPC312645
Intermediate Similarity	0.8298	NPC55493
Intermediate Similarity	0.8256	NPC277350
Intermediate Similarity	0.8229	NPC241024
Intermediate Similarity	0.8226	NPC160381
Intermediate Similarity	0.8191	NPC475778
Intermediate Similarity	0.8182	NPC234999
Intermediate Similarity	0.815	NPC89508
Intermediate Similarity	0.8138	NPC175474
Intermediate Similarity	0.8087	NPC84347
Intermediate Similarity	0.802	NPC132539
Intermediate Similarity	0.8	NPC249150
Intermediate Similarity	0.8	NPC195461
Intermediate Similarity	0.8	NPC81654
Intermediate Similarity	0.8	NPC49196
Intermediate Similarity	0.8	NPC79129
Intermediate Similarity	0.8	NPC313985
Intermediate Similarity	0.797	NPC165599
Intermediate Similarity	0.7938	NPC141454
Intermediate Similarity	0.7919	NPC474116
Intermediate Similarity	0.7919	NPC162730
Intermediate Similarity	0.7897	NPC52557
Intermediate Similarity	0.7897	NPC50503
Intermediate Similarity	0.7861	NPC469896
Intermediate Similarity	0.7853	NPC102338
Intermediate Similarity	0.7853	NPC63199
Intermediate Similarity	0.7853	NPC111602
Intermediate Similarity	0.7853	NPC196251
Intermediate Similarity	0.785	NPC244741
Intermediate Similarity	0.785	NPC315545
Intermediate Similarity	0.785	NPC314297
Intermediate Similarity	0.7843	NPC118228
Intermediate Similarity	0.7835	NPC181502
Intermediate Similarity	0.7835	NPC85066
Intermediate Similarity	0.7833	NPC118940
Intermediate Similarity	0.7828	NPC476874
Intermediate Similarity	0.7822	NPC314834
Intermediate Similarity	0.7819	NPC314394
Intermediate Similarity	0.7816	NPC184408
Intermediate Similarity	0.7811	NPC39679
Intermediate Similarity	0.7807	NPC219336
Intermediate Similarity	0.7805	NPC3207
Intermediate Similarity	0.7805	NPC74969
Intermediate Similarity	0.78	NPC314855
Intermediate Similarity	0.78	NPC313345
Intermediate Similarity	0.78	NPC313796
Intermediate Similarity	0.78	NPC315638
Intermediate Similarity	0.7789	NPC473189
Intermediate Similarity	0.7761	NPC321428
Intermediate Similarity	0.7756	NPC477979
Intermediate Similarity	0.7754	NPC15573
Intermediate Similarity	0.7754	NPC183662
Intermediate Similarity	0.7754	NPC211997
Intermediate Similarity	0.7754	NPC217372
Intermediate Similarity	0.7746	NPC474701
Intermediate Similarity	0.7744	NPC276517
Intermediate Similarity	0.7725	NPC71037
Intermediate Similarity	0.772	NPC329858
Intermediate Similarity	0.7718	NPC36405
Intermediate Similarity	0.7718	NPC469928
Intermediate Similarity	0.7716	NPC102008
Intermediate Similarity	0.7714	NPC51388
Intermediate Similarity	0.7711	NPC18661
Intermediate Similarity	0.7711	NPC300156
Intermediate Similarity	0.7707	NPC39500
Intermediate Similarity	0.7706	NPC475844
Intermediate Similarity	0.7701	NPC134586
Intermediate Similarity	0.77	NPC476098
Intermediate Similarity	0.7696	NPC87413
Intermediate Similarity	0.7685	NPC57453
Intermediate Similarity	0.7685	NPC469743
Intermediate Similarity	0.7677	NPC128823
Intermediate Similarity	0.767	NPC478157
Intermediate Similarity	0.7667	NPC141353
Intermediate Similarity	0.7664	NPC474688
Intermediate Similarity	0.7662	NPC314648
Intermediate Similarity	0.766	NPC111275
Intermediate Similarity	0.7656	NPC99428
Intermediate Similarity	0.7656	NPC235684
Intermediate Similarity	0.7656	NPC194040
Intermediate Similarity	0.7656	NPC315555
Intermediate Similarity	0.7656	NPC174760
Intermediate Similarity	0.7653	NPC33949
Intermediate Similarity	0.7653	NPC220151
Intermediate Similarity	0.7653	NPC274640
Intermediate Similarity	0.7653	NPC474121
Intermediate Similarity	0.7653	NPC19692
Intermediate Similarity	0.765	NPC193761
Intermediate Similarity	0.7647	NPC123839
Intermediate Similarity	0.7647	NPC471304
Intermediate Similarity	0.7644	NPC96321
Intermediate Similarity	0.7644	NPC281049
Intermediate Similarity	0.7633	NPC330009
Intermediate Similarity	0.7633	NPC152768
Intermediate Similarity	0.7633	NPC148183
Intermediate Similarity	0.7629	NPC314333
Intermediate Similarity	0.7626	NPC306376
Intermediate Similarity	0.7626	NPC67288
Intermediate Similarity	0.7619	NPC280799
Intermediate Similarity	0.7619	NPC213468
Intermediate Similarity	0.7614	NPC245916
Intermediate Similarity	0.7602	NPC475190
Intermediate Similarity	0.7598	NPC478158
Intermediate Similarity	0.7596	NPC169402
Intermediate Similarity	0.759	NPC138370
Intermediate Similarity	0.7588	NPC32200
Intermediate Similarity	0.7586	NPC474905
Intermediate Similarity	0.7586	NPC4687
Intermediate Similarity	0.7585	NPC116238
Intermediate Similarity	0.7583	NPC144452
Intermediate Similarity	0.7581	NPC14288
Intermediate Similarity	0.7577	NPC221873
Intermediate Similarity	0.7571	NPC150239
Intermediate Similarity	0.7562	NPC123019
Intermediate Similarity	0.7561	NPC303951
Intermediate Similarity	0.756	NPC473041
Intermediate Similarity	0.7559	NPC319232
Intermediate Similarity	0.7559	NPC24370
Intermediate Similarity	0.7552	NPC320394
Intermediate Similarity	0.755	NPC254240
Intermediate Similarity	0.755	NPC312870
Intermediate Similarity	0.755	NPC294909
Intermediate Similarity	0.755	NPC128265
Intermediate Similarity	0.755	NPC199851
Intermediate Similarity	0.7549	NPC266249
Intermediate Similarity	0.7547	NPC475271
Intermediate Similarity	0.7546	NPC475720
Intermediate Similarity	0.7546	NPC474192
Intermediate Similarity	0.7537	NPC476106
Intermediate Similarity	0.7537	NPC45190
Intermediate Similarity	0.7536	NPC198503
Intermediate Similarity	0.7536	NPC60621
Intermediate Similarity	0.7535	NPC322135
Intermediate Similarity	0.7527	NPC78020
Intermediate Similarity	0.7527	NPC317430
Intermediate Similarity	0.7526	NPC472443
Intermediate Similarity	0.7526	NPC248041
Intermediate Similarity	0.7526	NPC126709
Intermediate Similarity	0.7525	NPC223427
Intermediate Similarity	0.7525	NPC477135
Intermediate Similarity	0.7524	NPC187501
Intermediate Similarity	0.7524	NPC23294
Intermediate Similarity	0.7523	NPC124920
Intermediate Similarity	0.7523	NPC34580
Intermediate Similarity	0.7523	NPC118559
Intermediate Similarity	0.7523	NPC304307
Intermediate Similarity	0.7513	NPC267885
Intermediate Similarity	0.7512	NPC284102
Intermediate Similarity	0.7512	NPC235885
Intermediate Similarity	0.75	NPC472108
Intermediate Similarity	0.75	NPC472444
Intermediate Similarity	0.75	NPC469358
Intermediate Similarity	0.75	NPC139291
Intermediate Similarity	0.7489	NPC15801
Intermediate Similarity	0.7488	NPC100547
Intermediate Similarity	0.7487	NPC243834
Intermediate Similarity	0.7487	NPC34271
Intermediate Similarity	0.7487	NPC242928
Intermediate Similarity	0.7487	NPC321708
Intermediate Similarity	0.7487	NPC70956
Intermediate Similarity	0.7476	NPC247803
Intermediate Similarity	0.7476	NPC82070
Intermediate Similarity	0.7475	NPC475085
Intermediate Similarity	0.7475	NPC291535
Intermediate Similarity	0.7475	NPC475112
Intermediate Similarity	0.7474	NPC62749
Intermediate Similarity	0.7473	NPC285469
Intermediate Similarity	0.7463	NPC213308
Intermediate Similarity	0.7463	NPC470280
Intermediate Similarity	0.7462	NPC472113
Intermediate Similarity	0.7461	NPC472119
Intermediate Similarity	0.7461	NPC284678
Intermediate Similarity	0.746	NPC203468
Intermediate Similarity	0.746	NPC110500
Intermediate Similarity	0.746	NPC149155
Intermediate Similarity	0.7455	NPC470785
Intermediate Similarity	0.7454	NPC223409
Intermediate Similarity	0.7454	NPC95240
Intermediate Similarity	0.7453	NPC2395
Intermediate Similarity	0.745	NPC72211
Intermediate Similarity	0.7449	NPC472112
Intermediate Similarity	0.7449	NPC206967
Intermediate Similarity	0.7442	NPC261251
Intermediate Similarity	0.7441	NPC52254
Intermediate Similarity	0.744	NPC82370
Intermediate Similarity	0.744	NPC9894
Intermediate Similarity	0.744	NPC294375
Intermediate Similarity	0.7438	NPC317572
Intermediate Similarity	0.7438	NPC476115
Intermediate Similarity	0.7435	NPC55772
Intermediate Similarity	0.7435	NPC283219
Intermediate Similarity	0.7435	NPC88363
Intermediate Similarity	0.7433	NPC154293
Intermediate Similarity	0.7431	NPC323198
Intermediate Similarity	0.7431	NPC323752
Intermediate Similarity	0.743	NPC125597
Intermediate Similarity	0.7423	NPC476319
Intermediate Similarity	0.7421	NPC56618
Intermediate Similarity	0.7415	NPC249583

Drug Structure

NPD5003 OpenBabel08211706322D 28 31 0 0 1 0 0 0 0 0999 V2000 -2.5359 -0.4876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6905 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2267 -0.4884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2267 -1.4644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3814 -0.0004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6913 -4.8813 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5370 -4.3929 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3814 -1.9524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5362 -0.4884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8459 -4.3935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5369 -3.4169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6909 -1.9524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8450 0.4882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8457 -0.4884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5362 -1.4644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8456 -1.4644 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8456 -3.4170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6913 -2.9286 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6901 0.9765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0001 -1.9527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8457 -1.4643 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8453 -0.4878 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6913 -1.9526 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6898 1.9525 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5355 0.4887 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5571 -1.4523 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3806 0.9770 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 7 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 15 2 0 0 0 0 9 15 1 0 0 0 0 10 17 2 0 0 0 0 11 18 2 0 0 0 0 12 15 1 0 0 0 0 13 19 1 0 0 0 0 13 22 1 0 0 0 0 14 16 1 0 0 0 0 14 26 1 0 0 0 0 16 12 1 6 0 0 0 16 20 1 0 0 0 0 17 18 1 0 0 0 0 17 20 1 0 0 0 0 18 23 1 0 0 0 0 19 24 2 0 0 0 0 19 25 1 0 0 0 0 20 21 2 0 0 0 0 21 22 1 0 0 0 0 21 23 1 0 0 0 0 22 2 1 1 0 0 0 22 26 1 0 0 0 0 23 27 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014408
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	349.17
ALogP	-1.2744
MLogP	3.44
XLogP	6.296
HDA	4
HBD	2
Rotatable Bonds	7
TPSA	62.32
RO5 Violation	1