NPASS drugs

Drug Information

Drug ID:	NPD5443
Drug Name:
Molecular Formula:	C23H20N2O4S
Canonical SMILES:	O=C1N=C(C(S1)Cc1ccc(cc1)C(=O)CCc1nc(oc1C)c1ccccc1)O
Standard InCHI:	InChI=1S/C23H20N2O4S/c1-14-18(24-22(29-14)17-5-3-2-4-6-17)11-12-19(26)16-9-7-15(8-10-16)13-20-21(27)25-23(28)30-20/h2-10,20H,11-13H2,1H3,(H,25,27,28)
Standard InCHIKey:	QQKNSPHAFATFNQ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5443

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	324
0.1-0.2	2077
0.2-0.3	8679
0.3-0.4	4142
0.4-0.5	11889
0.5-0.6	3273
0.6-0.7	486
0.7-0.8	20
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	0.7411	NPC314633
Intermediate Similarity	0.7352	NPC38237
Intermediate Similarity	0.7336	NPC196718
Intermediate Similarity	0.7288	NPC72715
Intermediate Similarity	0.7284	NPC477587
Intermediate Similarity	0.7284	NPC477589
Intermediate Similarity	0.7261	NPC102593
Intermediate Similarity	0.7232	NPC288987
Intermediate Similarity	0.7222	NPC477586
Intermediate Similarity	0.7222	NPC477585
Intermediate Similarity	0.7222	NPC477590
Intermediate Similarity	0.7222	NPC477588
Intermediate Similarity	0.7117	NPC474428
Intermediate Similarity	0.7111	NPC131885
Intermediate Similarity	0.7105	NPC205372
Intermediate Similarity	0.7102	NPC185197
Intermediate Similarity	0.7045	NPC230683
Intermediate Similarity	0.7042	NPC161801
Intermediate Similarity	0.7024	NPC286195
Intermediate Similarity	0.7009	NPC232225
Remote Similarity	0.6987	NPC216612
Remote Similarity	0.6987	NPC478141
Remote Similarity	0.6963	NPC230403
Remote Similarity	0.6951	NPC269367
Remote Similarity	0.694	NPC140296
Remote Similarity	0.6936	NPC329631
Remote Similarity	0.691	NPC194740
Remote Similarity	0.6858	NPC324361
Remote Similarity	0.6844	NPC165964
Remote Similarity	0.6844	NPC146418
Remote Similarity	0.6828	NPC16066
Remote Similarity	0.6816	NPC321428
Remote Similarity	0.6812	NPC184408
Remote Similarity	0.6794	NPC315411
Remote Similarity	0.679	NPC58209
Remote Similarity	0.6781	NPC97746
Remote Similarity	0.6771	NPC472287
Remote Similarity	0.6771	NPC472286
Remote Similarity	0.677	NPC187501
Remote Similarity	0.6753	NPC323969
Remote Similarity	0.6751	NPC477516
Remote Similarity	0.6742	NPC315061
Remote Similarity	0.6738	NPC94842
Remote Similarity	0.6727	NPC220408
Remote Similarity	0.6711	NPC39500
Remote Similarity	0.6711	NPC236668
Remote Similarity	0.671	NPC298436
Remote Similarity	0.6708	NPC160100
Remote Similarity	0.6706	NPC209981
Remote Similarity	0.6695	NPC274640
Remote Similarity	0.6695	NPC34770
Remote Similarity	0.6694	NPC475844
Remote Similarity	0.6681	NPC469439
Remote Similarity	0.6681	NPC146976
Remote Similarity	0.6681	NPC225279
Remote Similarity	0.668	NPC67401
Remote Similarity	0.6667	NPC166712
Remote Similarity	0.6651	NPC475190
Remote Similarity	0.664	NPC203373
Remote Similarity	0.6639	NPC474688
Remote Similarity	0.6639	NPC240384
Remote Similarity	0.6639	NPC75179
Remote Similarity	0.6638	NPC473449
Remote Similarity	0.6626	NPC148889
Remote Similarity	0.6625	NPC208898
Remote Similarity	0.6624	NPC144452
Remote Similarity	0.6623	NPC220337
Remote Similarity	0.6623	NPC223189
Remote Similarity	0.6614	NPC258048
Remote Similarity	0.6606	NPC469961
Remote Similarity	0.6605	NPC194040
Remote Similarity	0.6598	NPC72905
Remote Similarity	0.6595	NPC174576
Remote Similarity	0.659	NPC144381
Remote Similarity	0.6578	NPC314222
Remote Similarity	0.6578	NPC196449
Remote Similarity	0.6577	NPC18487
Remote Similarity	0.6574	NPC206186
Remote Similarity	0.6574	NPC238242
Remote Similarity	0.6571	NPC208364
Remote Similarity	0.6571	NPC142385
Remote Similarity	0.6568	NPC179287
Remote Similarity	0.6567	NPC208084
Remote Similarity	0.6564	NPC470280
Remote Similarity	0.656	NPC472588
Remote Similarity	0.6552	NPC312645
Remote Similarity	0.655	NPC87413
Remote Similarity	0.6546	NPC316110
Remote Similarity	0.6546	NPC313587
Remote Similarity	0.6546	NPC315893
Remote Similarity	0.6544	NPC221873
Remote Similarity	0.6542	NPC473186
Remote Similarity	0.6538	NPC470894
Remote Similarity	0.6537	NPC477979
Remote Similarity	0.6537	NPC50562
Remote Similarity	0.6537	NPC118228
Remote Similarity	0.6537	NPC322644
Remote Similarity	0.6532	NPC472284
Remote Similarity	0.6524	NPC309919
Remote Similarity	0.6524	NPC303658
Remote Similarity	0.652	NPC193238
Remote Similarity	0.6516	NPC108847
Remote Similarity	0.6509	NPC67658
Remote Similarity	0.6509	NPC322064
Remote Similarity	0.6508	NPC472589
Remote Similarity	0.6504	NPC188400
Remote Similarity	0.6504	NPC472259
Remote Similarity	0.6504	NPC316224
Remote Similarity	0.6502	NPC280714
Remote Similarity	0.6494	NPC244543
Remote Similarity	0.6491	NPC287208
Remote Similarity	0.649	NPC49672
Remote Similarity	0.6488	NPC39370
Remote Similarity	0.6481	NPC241025
Remote Similarity	0.648	NPC137353
Remote Similarity	0.6476	NPC300156
Remote Similarity	0.6476	NPC45190
Remote Similarity	0.6468	NPC150239
Remote Similarity	0.6468	NPC54066
Remote Similarity	0.6466	NPC173250
Remote Similarity	0.646	NPC317572
Remote Similarity	0.646	NPC475774
Remote Similarity	0.6456	NPC51388
Remote Similarity	0.6453	NPC49195
Remote Similarity	0.6449	NPC222592
Remote Similarity	0.6449	NPC168486
Remote Similarity	0.6447	NPC4687
Remote Similarity	0.6447	NPC249583
Remote Similarity	0.6446	NPC141053
Remote Similarity	0.6445	NPC191310
Remote Similarity	0.6444	NPC257851
Remote Similarity	0.6443	NPC120513
Remote Similarity	0.6441	NPC280799
Remote Similarity	0.6441	NPC198503
Remote Similarity	0.6435	NPC470020
Remote Similarity	0.6434	NPC15801
Remote Similarity	0.6432	NPC283152
Remote Similarity	0.6432	NPC474701
Remote Similarity	0.6432	NPC473239
Remote Similarity	0.6432	NPC132539
Remote Similarity	0.6432	NPC217176
Remote Similarity	0.6426	NPC269270
Remote Similarity	0.6426	NPC168209
Remote Similarity	0.6422	NPC89508
Remote Similarity	0.642	NPC182222
Remote Similarity	0.6419	NPC474798
Remote Similarity	0.6416	NPC295898
Remote Similarity	0.6414	NPC210434
Remote Similarity	0.6411	NPC78609
Remote Similarity	0.6406	NPC282346
Remote Similarity	0.6403	NPC472435
Remote Similarity	0.6398	NPC14686
Remote Similarity	0.6398	NPC174760
Remote Similarity	0.6397	NPC124300
Remote Similarity	0.6394	NPC118511
Remote Similarity	0.6392	NPC129897
Remote Similarity	0.6392	NPC472436
Remote Similarity	0.639	NPC24019
Remote Similarity	0.6387	NPC322482
Remote Similarity	0.6385	NPC84347
Remote Similarity	0.6383	NPC247803
Remote Similarity	0.6379	NPC110182
Remote Similarity	0.6379	NPC22481
Remote Similarity	0.6378	NPC318068
Remote Similarity	0.6376	NPC283117
Remote Similarity	0.6375	NPC186351
Remote Similarity	0.6375	NPC478078
Remote Similarity	0.6371	NPC470042
Remote Similarity	0.6371	NPC291609
Remote Similarity	0.636	NPC101312
Remote Similarity	0.6359	NPC26850
Remote Similarity	0.6359	NPC320394
Remote Similarity	0.6356	NPC210296
Remote Similarity	0.6356	NPC313804
Remote Similarity	0.6356	NPC128823
Remote Similarity	0.6356	NPC315804
Remote Similarity	0.6349	NPC66777
Remote Similarity	0.6348	NPC39679
Remote Similarity	0.6345	NPC243633
Remote Similarity	0.6345	NPC208522
Remote Similarity	0.6345	NPC175150
Remote Similarity	0.6341	NPC101350
Remote Similarity	0.634	NPC172355
Remote Similarity	0.634	NPC169402
Remote Similarity	0.634	NPC27041
Remote Similarity	0.634	NPC293151
Remote Similarity	0.634	NPC246658
Remote Similarity	0.6339	NPC473814
Remote Similarity	0.6339	NPC78767
Remote Similarity	0.6339	NPC141454
Remote Similarity	0.6338	NPC303225
Remote Similarity	0.6337	NPC257142
Remote Similarity	0.6337	NPC49547
Remote Similarity	0.6333	NPC470018
Remote Similarity	0.6332	NPC175602
Remote Similarity	0.6327	NPC108342
Remote Similarity	0.6326	NPC67659
Remote Similarity	0.6326	NPC472168
Remote Similarity	0.6323	NPC93390
Remote Similarity	0.6323	NPC135950

Drug Structure

NPD5443 OpenBabel08211708292D 31 34 0 0 1 0 0 0 0 0999 V2000 4.6145 1.4241 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8194 3.0650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4127 2.1514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2316 3.8740 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4181 2.0469 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2371 3.7695 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9230 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0570 3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7891 2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9230 3.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3871 3.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5211 3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3577 2.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0570 2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7891 3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8304 2.8559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2532 3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6551 3.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 0.5878 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.6180 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8358 2.7514 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 6.1667 3.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.3090 -0.9511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6551 4.5878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5691 0.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2788 -1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3358 1.8854 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 -3.3122 -0.3601 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 17 2 0 0 0 0 6 17 1 0 0 0 0 7 9 1 0 0 0 0 7 15 2 0 0 0 0 8 10 2 0 0 0 0 8 15 1 0 0 0 0 9 16 2 0 0 0 0 10 16 1 0 0 0 0 11 12 1 0 0 0 0 11 18 1 0 0 0 0 12 19 1 0 0 0 0 13 15 1 0 0 0 0 13 20 1 0 0 0 0 14 18 2 0 0 0 0 14 29 1 0 0 0 0 16 19 1 0 0 0 0 17 22 1 0 0 0 0 18 24 1 0 0 0 0 19 26 2 0 0 0 0 20 21 1 0 0 0 0 20 30 1 0 0 0 0 21 25 2 0 0 0 0 21 27 1 0 0 0 0 22 24 2 0 0 0 0 22 29 1 0 0 0 0 23 25 1 0 0 0 0 23 28 2 0 0 0 0 23 30 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000993
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	420.11
ALogP	0.475
MLogP	3.22
XLogP	6.031
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	118.06
RO5 Violation	1