NPASS drugs

Drug Information

Drug ID:	NPD4551
Drug Name:	Gsk189254
Molecular Formula:	C21H25N3O2
Canonical SMILES:	CN=C(c1ccc(nc1)Oc1ccc2c(c1)CCN(CC2)C1CCC1)O
Standard InCHI:	InChI=1S/C21H25N3O2/c1-22-21(25)17-6-8-20(23-14-17)26-19-7-5-15-9-11-24(18-3-2-4-18)12-10-16(15)13-19/h5-8,13-14,18H,2-4,9-12H2,1H3,(H,22,25)
Standard InCHIKey:	WROHEWWOCPRMIA-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4551

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	343
0.1-0.2	1895
0.2-0.3	10081
0.3-0.4	2579
0.4-0.5	10688
0.5-0.6	3726
0.6-0.7	1410
0.7-0.8	162
0.8-0.85	6
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	0.8158	NPC224928
Intermediate Similarity	0.8109	NPC473822
Intermediate Similarity	0.8105	NPC473053
Intermediate Similarity	0.8095	NPC289786
Intermediate Similarity	0.8042	NPC195268
Intermediate Similarity	0.8042	NPC133140
Intermediate Similarity	0.7933	NPC471178
Intermediate Similarity	0.7872	NPC61350
Intermediate Similarity	0.7868	NPC264166
Intermediate Similarity	0.7868	NPC274291
Intermediate Similarity	0.7868	NPC47059
Intermediate Similarity	0.7868	NPC118832
Intermediate Similarity	0.7868	NPC329708
Intermediate Similarity	0.7868	NPC165349
Intermediate Similarity	0.7861	NPC112206
Intermediate Similarity	0.7861	NPC202605
Intermediate Similarity	0.7857	NPC201508
Intermediate Similarity	0.785	NPC290689
Intermediate Similarity	0.7821	NPC471177
Intermediate Similarity	0.7821	NPC59779
Intermediate Similarity	0.7821	NPC124542
Intermediate Similarity	0.7795	NPC476582
Intermediate Similarity	0.7795	NPC4071
Intermediate Similarity	0.7795	NPC476578
Intermediate Similarity	0.7783	NPC96584
Intermediate Similarity	0.7783	NPC255800
Intermediate Similarity	0.7778	NPC16452
Intermediate Similarity	0.7778	NPC36229
Intermediate Similarity	0.7778	NPC476581
Intermediate Similarity	0.7755	NPC477019
Intermediate Similarity	0.7708	NPC469390
Intermediate Similarity	0.7692	NPC108469
Intermediate Similarity	0.768	NPC473057
Intermediate Similarity	0.7626	NPC31930
Intermediate Similarity	0.7614	NPC287437
Intermediate Similarity	0.7585	NPC173080
Intermediate Similarity	0.7562	NPC472111
Intermediate Similarity	0.7559	NPC469792
Intermediate Similarity	0.755	NPC475774
Intermediate Similarity	0.755	NPC469440
Intermediate Similarity	0.7538	NPC307963
Intermediate Similarity	0.7527	NPC177404
Intermediate Similarity	0.7525	NPC313189
Intermediate Similarity	0.7524	NPC122463
Intermediate Similarity	0.7512	NPC174049
Intermediate Similarity	0.7512	NPC296482
Intermediate Similarity	0.7512	NPC202768
Intermediate Similarity	0.7512	NPC53069
Intermediate Similarity	0.7487	NPC114335
Intermediate Similarity	0.7487	NPC280964
Intermediate Similarity	0.7487	NPC234197
Intermediate Similarity	0.7487	NPC141915
Intermediate Similarity	0.7475	NPC323345
Intermediate Similarity	0.7475	NPC475841
Intermediate Similarity	0.7475	NPC474145
Intermediate Similarity	0.7475	NPC470164
Intermediate Similarity	0.7474	NPC470474
Intermediate Similarity	0.7436	NPC92111
Intermediate Similarity	0.7407	NPC283152
Intermediate Similarity	0.7402	NPC475910
Intermediate Similarity	0.74	NPC315957
Intermediate Similarity	0.7391	NPC266931
Intermediate Similarity	0.7391	NPC97367
Intermediate Similarity	0.7385	NPC76748
Intermediate Similarity	0.7374	NPC251090
Intermediate Similarity	0.736	NPC329541
Intermediate Similarity	0.7353	NPC193238
Intermediate Similarity	0.7353	NPC135549
Intermediate Similarity	0.7343	NPC251160
Intermediate Similarity	0.7343	NPC171409
Intermediate Similarity	0.7343	NPC96405
Intermediate Similarity	0.734	NPC210256
Intermediate Similarity	0.734	NPC285558
Intermediate Similarity	0.7333	NPC296527
Intermediate Similarity	0.733	NPC470020
Intermediate Similarity	0.7313	NPC329747
Intermediate Similarity	0.731	NPC99666
Intermediate Similarity	0.7308	NPC236668
Intermediate Similarity	0.7308	NPC162530
Intermediate Similarity	0.7306	NPC62069
Intermediate Similarity	0.73	NPC127085
Intermediate Similarity	0.7288	NPC471323
Intermediate Similarity	0.7286	NPC473513
Intermediate Similarity	0.7282	NPC469589
Intermediate Similarity	0.7282	NPC66083
Intermediate Similarity	0.7277	NPC232727
Intermediate Similarity	0.7273	NPC146976
Intermediate Similarity	0.7263	NPC288943
Intermediate Similarity	0.726	NPC316981
Intermediate Similarity	0.7255	NPC137929
Intermediate Similarity	0.7255	NPC164374
Intermediate Similarity	0.7236	NPC146724
Intermediate Similarity	0.7234	NPC473764
Intermediate Similarity	0.7234	NPC314940
Intermediate Similarity	0.7233	NPC470931
Intermediate Similarity	0.7231	NPC171171
Intermediate Similarity	0.7228	NPC176538
Intermediate Similarity	0.7228	NPC329793
Intermediate Similarity	0.7227	NPC295228
Intermediate Similarity	0.7217	NPC17565
Intermediate Similarity	0.7217	NPC213530
Intermediate Similarity	0.7217	NPC193267
Intermediate Similarity	0.7212	NPC208284
Intermediate Similarity	0.7211	NPC312872
Intermediate Similarity	0.7202	NPC266551
Intermediate Similarity	0.7202	NPC161887
Intermediate Similarity	0.7202	NPC219963
Intermediate Similarity	0.7198	NPC174758
Intermediate Similarity	0.7198	NPC26872
Intermediate Similarity	0.7196	NPC121658
Intermediate Similarity	0.7196	NPC14651
Intermediate Similarity	0.7186	NPC79293
Intermediate Similarity	0.7186	NPC279401
Intermediate Similarity	0.7183	NPC54066
Intermediate Similarity	0.7179	NPC314002
Intermediate Similarity	0.717	NPC204446
Intermediate Similarity	0.7163	NPC11464
Intermediate Similarity	0.7157	NPC44354
Intermediate Similarity	0.7156	NPC8022
Intermediate Similarity	0.7156	NPC470799
Intermediate Similarity	0.715	NPC82548
Intermediate Similarity	0.7143	NPC149471
Intermediate Similarity	0.7143	NPC476518
Intermediate Similarity	0.7143	NPC271215
Intermediate Similarity	0.7143	NPC478074
Intermediate Similarity	0.7128	NPC204717
Intermediate Similarity	0.7128	NPC98187
Intermediate Similarity	0.7116	NPC118121
Intermediate Similarity	0.7107	NPC46580
Intermediate Similarity	0.7105	NPC252590
Intermediate Similarity	0.7098	NPC119134
Intermediate Similarity	0.7095	NPC26679
Intermediate Similarity	0.7092	NPC42591
Intermediate Similarity	0.7089	NPC23614
Intermediate Similarity	0.7089	NPC100079
Intermediate Similarity	0.7087	NPC475070
Intermediate Similarity	0.7083	NPC65277
Intermediate Similarity	0.7081	NPC167860
Intermediate Similarity	0.7081	NPC123976
Intermediate Similarity	0.7081	NPC188420
Intermediate Similarity	0.7081	NPC26850
Intermediate Similarity	0.7079	NPC267928
Intermediate Similarity	0.7077	NPC220765
Intermediate Similarity	0.707	NPC310118
Intermediate Similarity	0.7067	NPC18348
Intermediate Similarity	0.7062	NPC476287
Intermediate Similarity	0.7062	NPC469592
Intermediate Similarity	0.7062	NPC222592
Intermediate Similarity	0.7062	NPC168486
Intermediate Similarity	0.7062	NPC471080
Intermediate Similarity	0.7039	NPC476138
Intermediate Similarity	0.7039	NPC245816
Intermediate Similarity	0.7039	NPC223427
Intermediate Similarity	0.7037	NPC280272
Intermediate Similarity	0.7033	NPC185782
Intermediate Similarity	0.7032	NPC476997
Intermediate Similarity	0.7028	NPC235076
Intermediate Similarity	0.7022	NPC99891
Intermediate Similarity	0.7021	NPC118511
Intermediate Similarity	0.7018	NPC212125
Intermediate Similarity	0.7015	NPC226202
Intermediate Similarity	0.7014	NPC48353
Intermediate Similarity	0.7009	NPC469594
Intermediate Similarity	0.7005	NPC25899
Intermediate Similarity	0.7	NPC476998
Intermediate Similarity	0.7	NPC471304
Intermediate Similarity	0.7	NPC476996
Intermediate Similarity	0.7	NPC24019
Remote Similarity	0.6995	NPC274982
Remote Similarity	0.6991	NPC60621
Remote Similarity	0.699	NPC291535
Remote Similarity	0.699	NPC475112
Remote Similarity	0.699	NPC475085
Remote Similarity	0.6979	NPC111624
Remote Similarity	0.6979	NPC471294
Remote Similarity	0.6977	NPC46451
Remote Similarity	0.6976	NPC11017
Remote Similarity	0.6972	NPC473449
Remote Similarity	0.697	NPC204385
Remote Similarity	0.6959	NPC210434
Remote Similarity	0.6959	NPC184964
Remote Similarity	0.6957	NPC53144
Remote Similarity	0.6955	NPC246381
Remote Similarity	0.6955	NPC476994
Remote Similarity	0.6954	NPC84478
Remote Similarity	0.6952	NPC174672
Remote Similarity	0.6946	NPC13880
Remote Similarity	0.6944	NPC469439
Remote Similarity	0.6941	NPC470018
Remote Similarity	0.6938	NPC193777
Remote Similarity	0.6938	NPC475835
Remote Similarity	0.6938	NPC53344
Remote Similarity	0.6934	NPC472098
Remote Similarity	0.6934	NPC264176
Remote Similarity	0.6933	NPC11408
Remote Similarity	0.6931	NPC263439
Remote Similarity	0.6927	NPC322482
Remote Similarity	0.6923	NPC161292
Remote Similarity	0.6916	NPC288349
Remote Similarity	0.6916	NPC170114

Drug Structure

NPD4551 OpenBabel08211705262D 27 30 0 0 1 0 0 0 0 0999 V2000 10.3018 0.1094 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 1.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1614 3.5756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9557 1.0060 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1273 3.8344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2486 1.7131 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9089 2.4977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4977 0.9089 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3768 1.6510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6510 0.3768 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5756 2.1614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1805 2.2307 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9026 2.6097 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6097 1.9026 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9217 1.2648 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 4.8344 3.1273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5075 2.6790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6288 0.5577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5947 0.8165 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.4734 2.9378 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 0.7071 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 8.3700 -0.4082 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8003 3.3861 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4040 -0.6670 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 18 1 0 0 0 0 4 18 1 0 0 0 0 5 7 1 0 0 0 0 5 15 2 0 0 0 0 6 8 2 0 0 0 0 6 17 1 0 0 0 0 7 19 2 0 0 0 0 8 20 1 0 0 0 0 9 11 1 0 0 0 0 9 15 1 0 0 0 0 10 12 1 0 0 0 0 10 16 1 0 0 0 0 11 24 1 0 0 0 0 12 24 1 0 0 0 0 13 16 2 0 0 0 0 13 19 1 0 0 0 0 14 17 2 0 0 0 0 14 23 1 0 0 0 0 15 16 1 0 0 0 0 17 21 1 0 0 0 0 18 24 1 0 0 0 0 19 26 1 0 0 0 0 20 23 2 0 0 0 0 20 26 1 0 0 0 0 21 22 2 3 0 0 0 21 25 1 0 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC009299
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9798547
ChEBI
CAS Number

Drug Properties

Molecular Weight	351.19
ALogP	-0.8365
MLogP	3.22
XLogP	4.037
HDA	4
HBD	1
Rotatable Bonds	6
TPSA	57.95
RO5 Violation	0