NPASS drugs

Drug Information

Drug ID:	NPD5462
Drug Name:	GW-974
Molecular Formula:	C23H21N7
Canonical SMILES:	CN(c1ncc2c(c1)c(ncn2)Nc1ccc2c(c1)cnn2Cc1ccccc1)C
Standard InCHI:	InChI=1S/C23H21N7/c1-29(2)22-11-19-20(13-24-22)25-15-26-23(19)28-18-8-9-21-17(10-18)12-27-30(21)14-16-6-4-3-5-7-16/h3-13,15H,14H2,1-2H3,(H,25,26,28)
Standard InCHIKey:	DYYZXRCFCVDSKD-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5462

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	1165
0.1-0.2	11476
0.2-0.3	13088
0.3-0.4	2228
0.4-0.5	1398
0.5-0.6	1097
0.6-0.7	404
0.7-0.8	33
0.8-0.85	1
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	0.8033	NPC471579
Intermediate Similarity	0.7935	NPC317054
Intermediate Similarity	0.7709	NPC476219
Intermediate Similarity	0.7692	NPC470203
Intermediate Similarity	0.7637	NPC470204
Intermediate Similarity	0.7606	NPC280852
Intermediate Similarity	0.7554	NPC317105
Intermediate Similarity	0.7459	NPC325903
Intermediate Similarity	0.7446	NPC122141
Intermediate Similarity	0.7426	NPC469308
Intermediate Similarity	0.7418	NPC120070
Intermediate Similarity	0.7418	NPC476297
Intermediate Similarity	0.7368	NPC297034
Intermediate Similarity	0.7333	NPC201380
Intermediate Similarity	0.7333	NPC179787
Intermediate Similarity	0.7312	NPC225018
Intermediate Similarity	0.7293	NPC321911
Intermediate Similarity	0.7278	NPC63545
Intermediate Similarity	0.7273	NPC231536
Intermediate Similarity	0.7253	NPC40070
Intermediate Similarity	0.7238	NPC469811
Intermediate Similarity	0.7179	NPC307191
Intermediate Similarity	0.7143	NPC114209
Intermediate Similarity	0.7129	NPC116555
Intermediate Similarity	0.712	NPC470233
Intermediate Similarity	0.7112	NPC300238
Intermediate Similarity	0.7107	NPC108011
Intermediate Similarity	0.7103	NPC267811
Intermediate Similarity	0.7095	NPC284635
Intermediate Similarity	0.7074	NPC44773
Intermediate Similarity	0.7074	NPC215584
Intermediate Similarity	0.7059	NPC236711
Intermediate Similarity	0.7049	NPC470111
Intermediate Similarity	0.7021	NPC56765
Remote Similarity	0.6995	NPC82331
Remote Similarity	0.6984	NPC229173
Remote Similarity	0.6973	NPC53947
Remote Similarity	0.694	NPC204141
Remote Similarity	0.6927	NPC314102
Remote Similarity	0.6927	NPC251722
Remote Similarity	0.6916	NPC471603
Remote Similarity	0.6911	NPC478184
Remote Similarity	0.6911	NPC478182
Remote Similarity	0.6907	NPC201634
Remote Similarity	0.6906	NPC115611
Remote Similarity	0.6902	NPC288838
Remote Similarity	0.6902	NPC143872
Remote Similarity	0.6888	NPC474958
Remote Similarity	0.6878	NPC216643
Remote Similarity	0.6875	NPC2165
Remote Similarity	0.6875	NPC195507
Remote Similarity	0.6869	NPC16659
Remote Similarity	0.6851	NPC88097
Remote Similarity	0.6851	NPC73767
Remote Similarity	0.6851	NPC110126
Remote Similarity	0.6842	NPC475990
Remote Similarity	0.6842	NPC206819
Remote Similarity	0.6842	NPC318065
Remote Similarity	0.6842	NPC474880
Remote Similarity	0.6842	NPC221786
Remote Similarity	0.6833	NPC130570
Remote Similarity	0.6831	NPC20144
Remote Similarity	0.6822	NPC147810
Remote Similarity	0.6818	NPC265710
Remote Similarity	0.6813	NPC469761
Remote Similarity	0.6813	NPC469768
Remote Similarity	0.6813	NPC469783
Remote Similarity	0.6813	NPC469767
Remote Similarity	0.6813	NPC469779
Remote Similarity	0.6813	NPC469784
Remote Similarity	0.6813	NPC469780
Remote Similarity	0.6798	NPC472289
Remote Similarity	0.6789	NPC173344
Remote Similarity	0.6789	NPC286427
Remote Similarity	0.6788	NPC274229
Remote Similarity	0.6776	NPC469766
Remote Similarity	0.6769	NPC474897
Remote Similarity	0.6766	NPC467063
Remote Similarity	0.6758	NPC149014
Remote Similarity	0.6757	NPC86288
Remote Similarity	0.6754	NPC293487
Remote Similarity	0.6754	NPC41257
Remote Similarity	0.6754	NPC477591
Remote Similarity	0.6753	NPC56233
Remote Similarity	0.6753	NPC49217
Remote Similarity	0.674	NPC105127
Remote Similarity	0.674	NPC84911
Remote Similarity	0.6738	NPC282531
Remote Similarity	0.6737	NPC476464
Remote Similarity	0.6736	NPC90723
Remote Similarity	0.6722	NPC198988
Remote Similarity	0.6699	NPC265576
Remote Similarity	0.6697	NPC77022
Remote Similarity	0.6696	NPC267078
Remote Similarity	0.6696	NPC935
Remote Similarity	0.6685	NPC29886
Remote Similarity	0.6685	NPC96102
Remote Similarity	0.6685	NPC216159
Remote Similarity	0.6685	NPC261195
Remote Similarity	0.6684	NPC253687
Remote Similarity	0.6684	NPC21605
Remote Similarity	0.6684	NPC97343
Remote Similarity	0.6683	NPC473380
Remote Similarity	0.6683	NPC240088
Remote Similarity	0.6667	NPC92796
Remote Similarity	0.6667	NPC478183
Remote Similarity	0.6667	NPC216221
Remote Similarity	0.6667	NPC135141
Remote Similarity	0.6667	NPC474357
Remote Similarity	0.6652	NPC470323
Remote Similarity	0.6648	NPC125746
Remote Similarity	0.6648	NPC150259
Remote Similarity	0.6648	NPC82295
Remote Similarity	0.6634	NPC471609
Remote Similarity	0.663	NPC59084
Remote Similarity	0.6618	NPC135601
Remote Similarity	0.6618	NPC17273
Remote Similarity	0.6618	NPC141612
Remote Similarity	0.6618	NPC272458
Remote Similarity	0.6614	NPC33421
Remote Similarity	0.6612	NPC169433
Remote Similarity	0.6599	NPC194411
Remote Similarity	0.6599	NPC91895
Remote Similarity	0.6598	NPC478185
Remote Similarity	0.6595	NPC473868
Remote Similarity	0.6595	NPC63157
Remote Similarity	0.6593	NPC325252
Remote Similarity	0.6579	NPC469975
Remote Similarity	0.6578	NPC314372
Remote Similarity	0.6575	NPC282247
Remote Similarity	0.6574	NPC66699
Remote Similarity	0.6571	NPC46358
Remote Similarity	0.6562	NPC51054
Remote Similarity	0.6559	NPC190296
Remote Similarity	0.6545	NPC138842
Remote Similarity	0.6541	NPC2949
Remote Similarity	0.6541	NPC279081
Remote Similarity	0.6538	NPC39092
Remote Similarity	0.6533	NPC477611
Remote Similarity	0.6528	NPC175916
Remote Similarity	0.6526	NPC24678
Remote Similarity	0.6526	NPC105818
Remote Similarity	0.6524	NPC128244
Remote Similarity	0.652	NPC107160
Remote Similarity	0.6515	NPC32534
Remote Similarity	0.6507	NPC326422
Remote Similarity	0.6502	NPC191415
Remote Similarity	0.65	NPC282398
Remote Similarity	0.65	NPC275305
Remote Similarity	0.65	NPC37423
Remote Similarity	0.6488	NPC308931
Remote Similarity	0.6488	NPC99939
Remote Similarity	0.6488	NPC15102
Remote Similarity	0.6484	NPC124636
Remote Similarity	0.6481	NPC475288
Remote Similarity	0.648	NPC247987
Remote Similarity	0.6465	NPC317701
Remote Similarity	0.6464	NPC101165
Remote Similarity	0.6463	NPC69843
Remote Similarity	0.6459	NPC324149
Remote Similarity	0.6458	NPC469763
Remote Similarity	0.6458	NPC469760
Remote Similarity	0.6458	NPC259644
Remote Similarity	0.6458	NPC25008
Remote Similarity	0.6458	NPC200214
Remote Similarity	0.6458	NPC469765
Remote Similarity	0.6458	NPC73952
Remote Similarity	0.6458	NPC469786
Remote Similarity	0.6455	NPC193370
Remote Similarity	0.6452	NPC473362
Remote Similarity	0.6452	NPC230002
Remote Similarity	0.6452	NPC166492
Remote Similarity	0.6447	NPC280864
Remote Similarity	0.6447	NPC17751
Remote Similarity	0.6444	NPC476131
Remote Similarity	0.6441	NPC27740
Remote Similarity	0.6439	NPC21429
Remote Similarity	0.6439	NPC284678
Remote Similarity	0.6436	NPC59269
Remote Similarity	0.6436	NPC68354
Remote Similarity	0.6435	NPC475070
Remote Similarity	0.6425	NPC75540
Remote Similarity	0.6425	NPC212376
Remote Similarity	0.6425	NPC70922
Remote Similarity	0.6425	NPC211572
Remote Similarity	0.6425	NPC80597
Remote Similarity	0.6421	NPC471957
Remote Similarity	0.6415	NPC167710
Remote Similarity	0.6413	NPC304926
Remote Similarity	0.6413	NPC476041
Remote Similarity	0.6409	NPC69914
Remote Similarity	0.6409	NPC54981
Remote Similarity	0.6404	NPC146373
Remote Similarity	0.6404	NPC132631
Remote Similarity	0.6404	NPC245244
Remote Similarity	0.6404	NPC166424
Remote Similarity	0.6404	NPC215795
Remote Similarity	0.6404	NPC12649
Remote Similarity	0.6404	NPC176199
Remote Similarity	0.6404	NPC103687

Drug Structure

NPD5462 OpenBabel08211708292D 31 35 0 0 0 0 0 0 0 0999 V2000 -1.8171 1.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 2.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2435 1.5748 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9344 0.6237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5743 2.3179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9563 0.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5962 2.1100 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2812 1.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1472 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2872 1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4152 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2812 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 1.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4152 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4152 1.6910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.1472 -0.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2812 -1.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 -1.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 1.6910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 -2.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 29 1 0 0 0 0 2 29 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 16 2 0 0 0 0 7 16 1 0 0 0 0 8 9 1 0 0 0 0 8 18 2 0 0 0 0 9 21 2 0 0 0 0 10 17 2 0 0 0 0 10 18 1 0 0 0 0 11 19 2 0 0 0 0 11 22 1 0 0 0 0 12 17 1 0 0 0 0 12 27 2 0 0 0 0 13 20 2 0 0 0 0 13 24 1 0 0 0 0 14 16 1 0 0 0 0 14 30 1 0 0 0 0 15 25 2 0 0 0 0 15 26 1 0 0 0 0 17 21 1 0 0 0 0 18 28 1 0 0 0 0 19 20 1 0 0 0 0 19 23 1 0 0 0 0 20 25 1 0 0 0 0 21 30 1 0 0 0 0 22 24 2 0 0 0 0 22 29 1 0 0 0 0 23 26 2 0 0 0 0 23 28 1 0 0 0 0 27 30 1 0 0 0 0 28 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011889
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	395.19
ALogP	-0.1778
MLogP	3.22
XLogP	4.507
HDA	7
HBD	1
Rotatable Bonds	7
TPSA	71.76
RO5 Violation	0