NPASS drugs

Drug Information

Drug ID:	NPD4888
Drug Name:	RX-465
Molecular Formula:	C22H19NO2
Canonical SMILES:	Cc1ccccc1/C=C/c1ccc(cc1)Nc1ccccc1C(=O)O
Standard InCHI:	InChI=1S/C22H19NO2/c1-16-6-2-3-7-18(16)13-10-17-11-14-19(15-12-17)23-21-9-5-4-8-20(21)22(24)25/h2-15,23H,1H3,(H,24,25)/b13-10+
Standard InCHIKey:	FUJSSIRYCZLXQW-JLHYYAGUSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4888

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	155
0.1-0.2	953
0.2-0.3	3712
0.3-0.4	9006
0.4-0.5	11294
0.5-0.6	5114
0.6-0.7	571
0.7-0.8	80
0.8-0.85	4
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	0.8652	NPC253476
Intermediate Similarity	0.8299	NPC43477
Intermediate Similarity	0.8182	NPC470317
Intermediate Similarity	0.8116	NPC130931
Intermediate Similarity	0.8082	NPC173295
Intermediate Similarity	0.7987	NPC242933
Intermediate Similarity	0.7895	NPC313293
Intermediate Similarity	0.784	NPC182131
Intermediate Similarity	0.7808	NPC314098
Intermediate Similarity	0.7806	NPC300596
Intermediate Similarity	0.7806	NPC237649
Intermediate Similarity	0.7793	NPC122235
Intermediate Similarity	0.7771	NPC471743
Intermediate Similarity	0.7762	NPC226794
Intermediate Similarity	0.774	NPC194562
Intermediate Similarity	0.7706	NPC471742
Intermediate Similarity	0.7643	NPC144691
Intermediate Similarity	0.7622	NPC268534
Intermediate Similarity	0.7607	NPC189116
Intermediate Similarity	0.7606	NPC150323
Intermediate Similarity	0.7606	NPC179605
Intermediate Similarity	0.7606	NPC279385
Intermediate Similarity	0.7593	NPC27904
Intermediate Similarity	0.7566	NPC181527
Intermediate Similarity	0.7552	NPC103292
Intermediate Similarity	0.7532	NPC472241
Intermediate Similarity	0.7517	NPC192533
Intermediate Similarity	0.7466	NPC205946
Intermediate Similarity	0.7465	NPC229353
Intermediate Similarity	0.7442	NPC243058
Intermediate Similarity	0.7403	NPC472243
Intermediate Similarity	0.7394	NPC204867
Intermediate Similarity	0.7389	NPC472242
Intermediate Similarity	0.7347	NPC472244
Intermediate Similarity	0.7347	NPC470343
Intermediate Similarity	0.7342	NPC259678
Intermediate Similarity	0.7333	NPC199737
Intermediate Similarity	0.733	NPC477998
Intermediate Similarity	0.7317	NPC36495
Intermediate Similarity	0.7315	NPC209389
Intermediate Similarity	0.7314	NPC90415
Intermediate Similarity	0.731	NPC257490
Intermediate Similarity	0.7299	NPC203635
Intermediate Similarity	0.7278	NPC318183
Intermediate Similarity	0.7273	NPC159722
Intermediate Similarity	0.7267	NPC474041
Intermediate Similarity	0.726	NPC39818
Intermediate Similarity	0.7251	NPC475607
Intermediate Similarity	0.7246	NPC471130
Intermediate Similarity	0.7229	NPC88970
Intermediate Similarity	0.7225	NPC475685
Intermediate Similarity	0.7209	NPC474081
Intermediate Similarity	0.7209	NPC219848
Intermediate Similarity	0.7193	NPC475594
Intermediate Similarity	0.7172	NPC177684
Intermediate Similarity	0.7172	NPC291962
Intermediate Similarity	0.7168	NPC256268
Intermediate Similarity	0.7159	NPC49184
Intermediate Similarity	0.7152	NPC477432
Intermediate Similarity	0.7133	NPC307437
Intermediate Similarity	0.7133	NPC58827
Intermediate Similarity	0.7133	NPC72473
Intermediate Similarity	0.7123	NPC161956
Intermediate Similarity	0.7123	NPC258531
Intermediate Similarity	0.7123	NPC112373
Intermediate Similarity	0.7107	NPC130797
Intermediate Similarity	0.7093	NPC470548
Intermediate Similarity	0.7081	NPC471944
Intermediate Similarity	0.7079	NPC473815
Intermediate Similarity	0.7076	NPC126676
Intermediate Similarity	0.7076	NPC112336
Intermediate Similarity	0.7076	NPC292265
Intermediate Similarity	0.7076	NPC469671
Intermediate Similarity	0.7076	NPC474814
Intermediate Similarity	0.7069	NPC475761
Intermediate Similarity	0.7055	NPC314223
Intermediate Similarity	0.7051	NPC287358
Intermediate Similarity	0.7039	NPC472245
Intermediate Similarity	0.7035	NPC177261
Intermediate Similarity	0.7033	NPC198205
Intermediate Similarity	0.7033	NPC21483
Intermediate Similarity	0.7018	NPC471778
Intermediate Similarity	0.7011	NPC112752
Intermediate Similarity	0.7011	NPC311054
Intermediate Similarity	0.7006	NPC319645
Remote Similarity	0.6993	NPC316746
Remote Similarity	0.6983	NPC278434
Remote Similarity	0.698	NPC254698
Remote Similarity	0.6973	NPC107828
Remote Similarity	0.6973	NPC90358
Remote Similarity	0.6964	NPC322644
Remote Similarity	0.6964	NPC93653
Remote Similarity	0.6959	NPC470971
Remote Similarity	0.6957	NPC198390
Remote Similarity	0.6954	NPC314278
Remote Similarity	0.6952	NPC475223
Remote Similarity	0.6943	NPC43218
Remote Similarity	0.6939	NPC226143
Remote Similarity	0.6932	NPC283810
Remote Similarity	0.6932	NPC298320
Remote Similarity	0.6929	NPC172170
Remote Similarity	0.6927	NPC160381
Remote Similarity	0.6919	NPC472118
Remote Similarity	0.6918	NPC2823
Remote Similarity	0.6915	NPC246983
Remote Similarity	0.6915	NPC475448
Remote Similarity	0.6914	NPC470579
Remote Similarity	0.6905	NPC193410
Remote Similarity	0.6898	NPC136573
Remote Similarity	0.6898	NPC176371
Remote Similarity	0.6878	NPC313112
Remote Similarity	0.6878	NPC301292
Remote Similarity	0.6875	NPC474815
Remote Similarity	0.6864	NPC248117
Remote Similarity	0.6863	NPC150863
Remote Similarity	0.6845	NPC123241
Remote Similarity	0.6845	NPC61013
Remote Similarity	0.6842	NPC299582
Remote Similarity	0.6832	NPC308197
Remote Similarity	0.6828	NPC474916
Remote Similarity	0.6824	NPC293458
Remote Similarity	0.6818	NPC280807
Remote Similarity	0.6818	NPC314431
Remote Similarity	0.6813	NPC316202
Remote Similarity	0.681	NPC478039
Remote Similarity	0.6809	NPC434
Remote Similarity	0.6809	NPC79618
Remote Similarity	0.6796	NPC206186
Remote Similarity	0.6792	NPC83214
Remote Similarity	0.6789	NPC314648
Remote Similarity	0.6788	NPC241392
Remote Similarity	0.678	NPC218594
Remote Similarity	0.678	NPC99043
Remote Similarity	0.6776	NPC203628
Remote Similarity	0.677	NPC301702
Remote Similarity	0.6763	NPC223595
Remote Similarity	0.6763	NPC167724
Remote Similarity	0.6763	NPC224970
Remote Similarity	0.675	NPC315051
Remote Similarity	0.6732	NPC322433
Remote Similarity	0.6731	NPC476689
Remote Similarity	0.6731	NPC476687
Remote Similarity	0.6731	NPC476685
Remote Similarity	0.6726	NPC114808
Remote Similarity	0.6725	NPC99632
Remote Similarity	0.6725	NPC282339
Remote Similarity	0.6725	NPC476231
Remote Similarity	0.6722	NPC97584
Remote Similarity	0.6721	NPC5630
Remote Similarity	0.672	NPC303214
Remote Similarity	0.6719	NPC477999
Remote Similarity	0.6711	NPC285394
Remote Similarity	0.6709	NPC300299
Remote Similarity	0.6707	NPC146370
Remote Similarity	0.6705	NPC472115
Remote Similarity	0.6705	NPC472114
Remote Similarity	0.6705	NPC303225
Remote Similarity	0.6702	NPC133156
Remote Similarity	0.6701	NPC25961
Remote Similarity	0.6687	NPC13526
Remote Similarity	0.6687	NPC314186
Remote Similarity	0.6685	NPC138370
Remote Similarity	0.6684	NPC141454
Remote Similarity	0.6684	NPC471741
Remote Similarity	0.6684	NPC39679
Remote Similarity	0.6684	NPC288759
Remote Similarity	0.6667	NPC295021
Remote Similarity	0.6667	NPC313796
Remote Similarity	0.6667	NPC254798
Remote Similarity	0.6667	NPC315638
Remote Similarity	0.6667	NPC225400
Remote Similarity	0.6667	NPC314855
Remote Similarity	0.6667	NPC313345
Remote Similarity	0.6667	NPC84347
Remote Similarity	0.6648	NPC85613
Remote Similarity	0.6646	NPC162417
Remote Similarity	0.6646	NPC316104
Remote Similarity	0.6643	NPC255676
Remote Similarity	0.6632	NPC243850
Remote Similarity	0.6632	NPC315545
Remote Similarity	0.6632	NPC470786
Remote Similarity	0.6632	NPC314297
Remote Similarity	0.6632	NPC471155
Remote Similarity	0.6632	NPC472538
Remote Similarity	0.6631	NPC472539
Remote Similarity	0.6631	NPC470787
Remote Similarity	0.6631	NPC472540
Remote Similarity	0.663	NPC474059
Remote Similarity	0.663	NPC83111
Remote Similarity	0.6629	NPC469915
Remote Similarity	0.6627	NPC242000
Remote Similarity	0.6626	NPC314287
Remote Similarity	0.6625	NPC316574
Remote Similarity	0.6613	NPC45850
Remote Similarity	0.6611	NPC472163
Remote Similarity	0.6609	NPC278887
Remote Similarity	0.6608	NPC471122
Remote Similarity	0.6598	NPC270241
Remote Similarity	0.6596	NPC472541
Remote Similarity	0.6596	NPC472542

Drug Structure

NPD4888 OpenBabel08211706322D 27 29 0 0 0 0 0 0 0 0999 V2000 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 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 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 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 6.0622 2.5000 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 5.1962 3.0000 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 0.0000 0.0000 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 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 3 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 16 2 0 0 0 0 7 18 2 0 0 0 0 8 20 2 0 0 0 0 9 21 2 0 0 0 0 10 13 2 0 0 0 0 10 17 1 0 0 0 0 11 14 1 0 0 0 0 11 17 2 0 0 0 0 12 15 2 0 0 0 0 12 17 1 0 0 0 0 13 18 1 0 0 0 0 14 19 2 0 0 0 0 15 19 1 0 0 0 0 16 18 1 0 0 0 0 19 23 1 0 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 21 23 1 0 0 0 0 22 24 2 0 0 0 0 22 25 1 0 0 0 0 23 26 1 0 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010470
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	329.14
ALogP	0.4496
MLogP	3.55
XLogP	9.483
HDA	3
HBD	2
Rotatable Bonds	7
TPSA	49.33
RO5 Violation	1