NPASS drugs

Drug Information

Drug ID:	NPD4473
Drug Name:
Molecular Formula:	C21H23N7O3S
Canonical SMILES:	CN1CCN(CC1)S(=O)(=O)c1ccc(cc1)c1cnc(c(n1)C(=Nc1cccnc1)O)N
Standard InCHI:	InChI=1S/C21H23N7O3S/c1-27-9-11-28(12-10-27)32(30,31)17-6-4-15(5-7-17)18-14-24-20(22)19(26-18)21(29)25-16-3-2-8-23-13-16/h2-8,13-14H,9-12H2,1H3,(H2,22,24)(H,25,29)
Standard InCHIKey:	FHCSBLWRGCOVPT-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4473

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	521
0.1-0.2	8402
0.2-0.3	14210
0.3-0.4	4037
0.4-0.5	1789
0.5-0.6	1403
0.6-0.7	525
0.7-0.8	3
0.8-0.85	0
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	0.7512	NPC469308
Intermediate Similarity	0.7368	NPC317054
Intermediate Similarity	0.7243	NPC469897
Remote Similarity	0.6974	NPC280852
Remote Similarity	0.6974	NPC203754
Remote Similarity	0.6974	NPC150048
Remote Similarity	0.697	NPC48938
Remote Similarity	0.6952	NPC476219
Remote Similarity	0.6947	NPC470203
Remote Similarity	0.6947	NPC225018
Remote Similarity	0.6942	NPC265576
Remote Similarity	0.6895	NPC470204
Remote Similarity	0.6865	NPC470111
Remote Similarity	0.6839	NPC49217
Remote Similarity	0.6837	NPC193370
Remote Similarity	0.6827	NPC313421
Remote Similarity	0.6823	NPC478182
Remote Similarity	0.6808	NPC475024
Remote Similarity	0.6806	NPC122141
Remote Similarity	0.6792	NPC475288
Remote Similarity	0.6791	NPC124636
Remote Similarity	0.6791	NPC40070
Remote Similarity	0.6784	NPC24864
Remote Similarity	0.6774	NPC179787
Remote Similarity	0.6774	NPC201380
Remote Similarity	0.6769	NPC91895
Remote Similarity	0.6759	NPC471603
Remote Similarity	0.6755	NPC470233
Remote Similarity	0.6743	NPC470731
Remote Similarity	0.674	NPC314102
Remote Similarity	0.674	NPC251722
Remote Similarity	0.6738	NPC321911
Remote Similarity	0.6736	NPC478184
Remote Similarity	0.673	NPC182507
Remote Similarity	0.6729	NPC66699
Remote Similarity	0.672	NPC63545
Remote Similarity	0.672	NPC325903
Remote Similarity	0.6716	NPC472289
Remote Similarity	0.6712	NPC312942
Remote Similarity	0.6712	NPC327095
Remote Similarity	0.6699	NPC212213
Remote Similarity	0.6695	NPC470504
Remote Similarity	0.6684	NPC469811
Remote Similarity	0.6684	NPC476297
Remote Similarity	0.6683	NPC284678
Remote Similarity	0.6682	NPC473362
Remote Similarity	0.6682	NPC40455
Remote Similarity	0.6682	NPC166492
Remote Similarity	0.6667	NPC469938
Remote Similarity	0.6667	NPC314930
Remote Similarity	0.6667	NPC56233
Remote Similarity	0.6667	NPC216221
Remote Similarity	0.6667	NPC293487
Remote Similarity	0.6667	NPC177996
Remote Similarity	0.6667	NPC214827
Remote Similarity	0.6667	NPC147983
Remote Similarity	0.6648	NPC256893
Remote Similarity	0.6632	NPC25899
Remote Similarity	0.6629	NPC476131
Remote Similarity	0.6622	NPC103687
Remote Similarity	0.6622	NPC132631
Remote Similarity	0.6622	NPC77022
Remote Similarity	0.6615	NPC236711
Remote Similarity	0.6614	NPC105818
Remote Similarity	0.6614	NPC24678
Remote Similarity	0.6606	NPC149014
Remote Similarity	0.6605	NPC175916
Remote Similarity	0.6601	NPC108011
Remote Similarity	0.6592	NPC69914
Remote Similarity	0.6589	NPC470500
Remote Similarity	0.6584	NPC161887
Remote Similarity	0.6583	NPC297034
Remote Similarity	0.6582	NPC478183
Remote Similarity	0.658	NPC135141
Remote Similarity	0.658	NPC92796
Remote Similarity	0.6578	NPC314372
Remote Similarity	0.6567	NPC133261
Remote Similarity	0.6567	NPC12649
Remote Similarity	0.6564	NPC78375
Remote Similarity	0.6564	NPC297862
Remote Similarity	0.6564	NPC469813
Remote Similarity	0.6564	NPC476446
Remote Similarity	0.6561	NPC304926
Remote Similarity	0.6561	NPC476041
Remote Similarity	0.6561	NPC173344
Remote Similarity	0.6545	NPC250835
Remote Similarity	0.654	NPC239954
Remote Similarity	0.6538	NPC324149
Remote Similarity	0.6533	NPC472123
Remote Similarity	0.6533	NPC476817
Remote Similarity	0.652	NPC107160
Remote Similarity	0.6517	NPC326575
Remote Similarity	0.6516	NPC470732
Remote Similarity	0.6515	NPC32534
Remote Similarity	0.6514	NPC5145
Remote Similarity	0.6513	NPC478185
Remote Similarity	0.6513	NPC48192
Remote Similarity	0.6512	NPC470505
Remote Similarity	0.651	NPC120070
Remote Similarity	0.6509	NPC476167
Remote Similarity	0.6507	NPC198673
Remote Similarity	0.6504	NPC19170
Remote Similarity	0.6502	NPC307191
Remote Similarity	0.65	NPC471579
Remote Similarity	0.6489	NPC159856
Remote Similarity	0.6482	NPC201634
Remote Similarity	0.648	NPC317105
Remote Similarity	0.6477	NPC46358
Remote Similarity	0.6474	NPC288445
Remote Similarity	0.6473	NPC255909
Remote Similarity	0.6471	NPC20144
Remote Similarity	0.6471	NPC190296
Remote Similarity	0.6468	NPC39092
Remote Similarity	0.6465	NPC63751
Remote Similarity	0.6464	NPC471322
Remote Similarity	0.6462	NPC474916
Remote Similarity	0.6462	NPC229173
Remote Similarity	0.6462	NPC168911
Remote Similarity	0.6462	NPC192315
Remote Similarity	0.6458	NPC469763
Remote Similarity	0.6458	NPC469760
Remote Similarity	0.6458	NPC469786
Remote Similarity	0.6458	NPC25008
Remote Similarity	0.6458	NPC469765
Remote Similarity	0.6458	NPC259644
Remote Similarity	0.6458	NPC73952
Remote Similarity	0.6457	NPC473310
Remote Similarity	0.6456	NPC94752
Remote Similarity	0.6447	NPC476492
Remote Similarity	0.6447	NPC471178
Remote Similarity	0.6443	NPC129721
Remote Similarity	0.6442	NPC231536
Remote Similarity	0.6441	NPC476322
Remote Similarity	0.6436	NPC59269
Remote Similarity	0.6436	NPC68354
Remote Similarity	0.6436	NPC157583
Remote Similarity	0.6436	NPC248454
Remote Similarity	0.6435	NPC475070
Remote Similarity	0.6432	NPC194411
Remote Similarity	0.6429	NPC124542
Remote Similarity	0.6429	NPC59779
Remote Similarity	0.6429	NPC471177
Remote Similarity	0.6425	NPC212376
Remote Similarity	0.6425	NPC80597
Remote Similarity	0.6425	NPC75540
Remote Similarity	0.6425	NPC70922
Remote Similarity	0.6425	NPC211572
Remote Similarity	0.6422	NPC266551
Remote Similarity	0.6422	NPC219963
Remote Similarity	0.6421	NPC471957
Remote Similarity	0.6419	NPC57398
Remote Similarity	0.6416	NPC253987
Remote Similarity	0.6414	NPC160105
Remote Similarity	0.6414	NPC474561
Remote Similarity	0.6414	NPC49954
Remote Similarity	0.641	NPC477591
Remote Similarity	0.641	NPC474880
Remote Similarity	0.641	NPC221786
Remote Similarity	0.6408	NPC15102
Remote Similarity	0.6404	NPC215795
Remote Similarity	0.6404	NPC11126
Remote Similarity	0.6404	NPC176199
Remote Similarity	0.6402	NPC86288
Remote Similarity	0.64	NPC82331
Remote Similarity	0.64	NPC470498
Remote Similarity	0.6391	NPC470730
Remote Similarity	0.6391	NPC477175
Remote Similarity	0.639	NPC472109
Remote Similarity	0.639	NPC472110
Remote Similarity	0.6386	NPC472122
Remote Similarity	0.6386	NPC24594
Remote Similarity	0.6383	NPC477861
Remote Similarity	0.6378	NPC131718
Remote Similarity	0.6378	NPC255229
Remote Similarity	0.6378	NPC81229
Remote Similarity	0.6377	NPC62749
Remote Similarity	0.6373	NPC187827
Remote Similarity	0.6373	NPC472105
Remote Similarity	0.6373	NPC16659
Remote Similarity	0.6372	NPC471506
Remote Similarity	0.6368	NPC314603
Remote Similarity	0.6364	NPC475859
Remote Similarity	0.6364	NPC475969
Remote Similarity	0.6359	NPC228835
Remote Similarity	0.6359	NPC472259
Remote Similarity	0.6359	NPC467063
Remote Similarity	0.6359	NPC118832
Remote Similarity	0.6359	NPC165349
Remote Similarity	0.6359	NPC469762
Remote Similarity	0.6359	NPC329708
Remote Similarity	0.6359	NPC47059
Remote Similarity	0.6359	NPC264166
Remote Similarity	0.6359	NPC274291
Remote Similarity	0.6348	NPC314954
Remote Similarity	0.6347	NPC477111
Remote Similarity	0.6345	NPC282231
Remote Similarity	0.6337	NPC37423
Remote Similarity	0.6337	NPC275305
Remote Similarity	0.6336	NPC165743
Remote Similarity	0.6333	NPC471313

Drug Structure

NPD4473 OpenBabel08211705262D 35 38 0 0 0 0 0 0 0 0999 V2000 0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5000 -4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5000 -2.5981 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 -4.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.5000 -4.3301 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.0000 -1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -7.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 -3.4641 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 3 2 0 0 0 0 2 8 1 0 0 0 0 3 16 1 0 0 0 0 4 6 1 0 0 0 0 4 15 2 0 0 0 0 5 7 2 0 0 0 0 5 15 1 0 0 0 0 6 17 2 0 0 0 0 7 17 1 0 0 0 0 8 23 2 0 0 0 0 9 11 1 0 0 0 0 9 27 1 0 0 0 0 10 12 1 0 0 0 0 10 27 1 0 0 0 0 11 28 1 0 0 0 0 12 28 1 0 0 0 0 13 16 2 0 0 0 0 13 23 1 0 0 0 0 14 18 1 0 0 0 0 14 24 2 0 0 0 0 15 18 1 0 0 0 0 16 25 1 0 0 0 0 17 32 1 0 0 0 0 18 26 2 0 0 0 0 19 20 2 0 0 0 0 19 21 1 0 0 0 0 19 26 1 0 0 0 0 20 22 1 0 0 0 0 20 24 1 0 0 0 0 21 25 2 3 0 0 0 21 29 1 0 0 0 0 22 33 1 0 0 0 0 22 34 1 0 0 0 0 28 32 1 0 0 0 0 29 35 1 0 0 0 0 30 32 2 0 0 0 0 31 32 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000595
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10138980
ChEBI
CAS Number

Drug Properties

Molecular Weight	453.16
ALogP	-1.6061
MLogP	2.56
XLogP	1.546
HDA	10
HBD	2
Rotatable Bonds	8
TPSA	146.28
RO5 Violation	0