NPASS drugs

Drug Information

Drug ID:	NPD1642
Drug Name:	Org-9935
Molecular Formula:	C15H16N2O3S
Canonical SMILES:	COc1cc2sc(cc2cc1OC)C1=NN=C(CC1C)O
Standard InCHI:	InChI=1S/C15H16N2O3S/c1-8-4-14(18)16-17-15(8)13-6-9-5-10(19-2)11(20-3)7-12(9)21-13/h5-8H,4H2,1-3H3,(H,16,18)
Standard InCHIKey:	KIYDKXDCNSPKQQ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1642

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	201
0.1-0.2	1531
0.2-0.3	6648
0.3-0.4	7179
0.4-0.5	6664
0.5-0.6	7546
0.6-0.7	1114
0.7-0.8	7
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	0.725	NPC475698
Intermediate Similarity	0.7078	NPC191302
Intermediate Similarity	0.7073	NPC474649
Intermediate Similarity	0.7073	NPC474652
Intermediate Similarity	0.7035	NPC94292
Intermediate Similarity	0.7032	NPC246974
Intermediate Similarity	0.7032	NPC147247
Remote Similarity	0.6994	NPC474553
Remote Similarity	0.6968	NPC99798
Remote Similarity	0.6968	NPC157740
Remote Similarity	0.6954	NPC183262
Remote Similarity	0.6903	NPC301713
Remote Similarity	0.6903	NPC156944
Remote Similarity	0.6883	NPC300955
Remote Similarity	0.6867	NPC474040
Remote Similarity	0.6859	NPC41331
Remote Similarity	0.6859	NPC291449
Remote Similarity	0.6859	NPC186898
Remote Similarity	0.6839	NPC71105
Remote Similarity	0.6839	NPC207541
Remote Similarity	0.6839	NPC152186
Remote Similarity	0.6839	NPC170583
Remote Similarity	0.6839	NPC182147
Remote Similarity	0.6839	NPC246133
Remote Similarity	0.6836	NPC130921
Remote Similarity	0.6835	NPC114102
Remote Similarity	0.6821	NPC281298
Remote Similarity	0.6821	NPC310338
Remote Similarity	0.6818	NPC31344
Remote Similarity	0.6818	NPC317769
Remote Similarity	0.6818	NPC249788
Remote Similarity	0.6815	NPC155838
Remote Similarity	0.68	NPC293619
Remote Similarity	0.6795	NPC251466
Remote Similarity	0.6792	NPC214869
Remote Similarity	0.679	NPC193528
Remote Similarity	0.6781	NPC137685
Remote Similarity	0.6776	NPC117780
Remote Similarity	0.6776	NPC95614
Remote Similarity	0.6776	NPC56214
Remote Similarity	0.6776	NPC232316
Remote Similarity	0.6776	NPC165133
Remote Similarity	0.6776	NPC242885
Remote Similarity	0.6776	NPC227217
Remote Similarity	0.6772	NPC52029
Remote Similarity	0.6772	NPC35961
Remote Similarity	0.6772	NPC195749
Remote Similarity	0.6768	NPC275150
Remote Similarity	0.676	NPC177023
Remote Similarity	0.6757	NPC165106
Remote Similarity	0.6755	NPC470626
Remote Similarity	0.6755	NPC474214
Remote Similarity	0.6752	NPC153990
Remote Similarity	0.6711	NPC474320
Remote Similarity	0.6708	NPC218530
Remote Similarity	0.6707	NPC77572
Remote Similarity	0.6705	NPC131440
Remote Similarity	0.6688	NPC206882
Remote Similarity	0.6688	NPC38996
Remote Similarity	0.6688	NPC274356
Remote Similarity	0.6688	NPC160380
Remote Similarity	0.6687	NPC254610
Remote Similarity	0.6687	NPC118419
Remote Similarity	0.6667	NPC470706
Remote Similarity	0.6667	NPC47194
Remote Similarity	0.6667	NPC344161
Remote Similarity	0.6667	NPC475815
Remote Similarity	0.6667	NPC473264
Remote Similarity	0.6646	NPC251571
Remote Similarity	0.6645	NPC30462
Remote Similarity	0.6645	NPC85488
Remote Similarity	0.6626	NPC174754
Remote Similarity	0.6625	NPC476570
Remote Similarity	0.6623	NPC207613
Remote Similarity	0.6623	NPC81067
Remote Similarity	0.6623	NPC9341
Remote Similarity	0.6622	NPC156840
Remote Similarity	0.6622	NPC8547
Remote Similarity	0.6622	NPC173746
Remote Similarity	0.6622	NPC257124
Remote Similarity	0.6607	NPC327623
Remote Similarity	0.6606	NPC59661
Remote Similarity	0.6604	NPC184733
Remote Similarity	0.6604	NPC128208
Remote Similarity	0.6604	NPC282703
Remote Similarity	0.6604	NPC129570
Remote Similarity	0.6604	NPC45774
Remote Similarity	0.6604	NPC21867
Remote Similarity	0.6604	NPC470084
Remote Similarity	0.6604	NPC11258
Remote Similarity	0.6604	NPC469977
Remote Similarity	0.6603	NPC280704
Remote Similarity	0.6597	NPC292792
Remote Similarity	0.6588	NPC296858
Remote Similarity	0.6585	NPC321285
Remote Similarity	0.6585	NPC312770
Remote Similarity	0.6585	NPC204848
Remote Similarity	0.6585	NPC41473
Remote Similarity	0.6585	NPC14600
Remote Similarity	0.6585	NPC160607
Remote Similarity	0.6584	NPC130595
Remote Similarity	0.6584	NPC93882
Remote Similarity	0.6582	NPC40352
Remote Similarity	0.6582	NPC213711
Remote Similarity	0.6581	NPC262156
Remote Similarity	0.6581	NPC473853
Remote Similarity	0.6581	NPC65933
Remote Similarity	0.6581	NPC184651
Remote Similarity	0.6581	NPC312713
Remote Similarity	0.6581	NPC113865
Remote Similarity	0.6581	NPC216929
Remote Similarity	0.6581	NPC126935
Remote Similarity	0.6581	NPC324571
Remote Similarity	0.6581	NPC470212
Remote Similarity	0.6581	NPC312675
Remote Similarity	0.6581	NPC172676
Remote Similarity	0.6581	NPC80241
Remote Similarity	0.6581	NPC301641
Remote Similarity	0.6581	NPC343720
Remote Similarity	0.6581	NPC54872
Remote Similarity	0.6581	NPC57268
Remote Similarity	0.6579	NPC164386
Remote Similarity	0.6564	NPC11147
Remote Similarity	0.6562	NPC475875
Remote Similarity	0.655	NPC77359
Remote Similarity	0.6545	NPC299583
Remote Similarity	0.6543	NPC6854
Remote Similarity	0.6543	NPC313737
Remote Similarity	0.6543	NPC285078
Remote Similarity	0.6538	NPC41562
Remote Similarity	0.6531	NPC75440
Remote Similarity	0.6529	NPC16436
Remote Similarity	0.6522	NPC242807
Remote Similarity	0.6522	NPC92164
Remote Similarity	0.6522	NPC174495
Remote Similarity	0.6522	NPC145305
Remote Similarity	0.6522	NPC173308
Remote Similarity	0.6522	NPC255550
Remote Similarity	0.6522	NPC153739
Remote Similarity	0.6522	NPC42300
Remote Similarity	0.6522	NPC275950
Remote Similarity	0.6522	NPC64201
Remote Similarity	0.6522	NPC308885
Remote Similarity	0.6522	NPC77040
Remote Similarity	0.6522	NPC181079
Remote Similarity	0.6522	NPC257582
Remote Similarity	0.6522	NPC241522
Remote Similarity	0.6522	NPC187998
Remote Similarity	0.6519	NPC29008
Remote Similarity	0.6519	NPC266705
Remote Similarity	0.6519	NPC9067
Remote Similarity	0.6519	NPC148627
Remote Similarity	0.6519	NPC228771
Remote Similarity	0.6513	NPC258992
Remote Similarity	0.6509	NPC69623
Remote Similarity	0.6509	NPC5462
Remote Similarity	0.6506	NPC477837
Remote Similarity	0.6506	NPC477838
Remote Similarity	0.6497	NPC228922
Remote Similarity	0.6497	NPC282496
Remote Similarity	0.6497	NPC233526
Remote Similarity	0.6497	NPC197757
Remote Similarity	0.6497	NPC471693
Remote Similarity	0.6494	NPC43275
Remote Similarity	0.6494	NPC311595
Remote Similarity	0.6494	NPC15805
Remote Similarity	0.6494	NPC24474
Remote Similarity	0.6486	NPC7097
Remote Similarity	0.6486	NPC36108
Remote Similarity	0.6486	NPC233731
Remote Similarity	0.6486	NPC246358
Remote Similarity	0.6481	NPC27843
Remote Similarity	0.6481	NPC228346
Remote Similarity	0.6481	NPC7171
Remote Similarity	0.6481	NPC476345
Remote Similarity	0.6481	NPC40432
Remote Similarity	0.6481	NPC277804
Remote Similarity	0.6481	NPC115207
Remote Similarity	0.6481	NPC158079
Remote Similarity	0.6481	NPC161557
Remote Similarity	0.6478	NPC223953
Remote Similarity	0.6478	NPC76451
Remote Similarity	0.6474	NPC476343
Remote Similarity	0.6474	NPC290451
Remote Similarity	0.6474	NPC127389
Remote Similarity	0.6471	NPC86947
Remote Similarity	0.6464	NPC66573
Remote Similarity	0.6463	NPC227894
Remote Similarity	0.6458	NPC310905
Remote Similarity	0.6458	NPC12714
Remote Similarity	0.6456	NPC206487
Remote Similarity	0.6456	NPC5796
Remote Similarity	0.6456	NPC121783
Remote Similarity	0.6456	NPC34902
Remote Similarity	0.6456	NPC18449
Remote Similarity	0.6446	NPC296898
Remote Similarity	0.6443	NPC31279
Remote Similarity	0.6442	NPC230219
Remote Similarity	0.6442	NPC204215
Remote Similarity	0.6442	NPC259742

Drug Structure

NPD1642 OpenBabel08211701082D 22 24 0 0 1 0 0 0 0 0999 V2000 -0.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5029 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5029 -0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9049 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9049 0.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.7321 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.0388 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7709 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7709 -0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0388 -0.3660 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 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 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 2.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.6369 -1.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.6369 0.1340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 -0.0570 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 19 1 0 0 0 0 3 20 1 0 0 0 0 4 8 1 0 0 0 0 4 14 1 0 0 0 0 5 9 1 0 0 0 0 5 10 2 0 0 0 0 6 9 1 0 0 0 0 6 13 2 0 0 0 0 7 11 2 0 0 0 0 7 12 1 0 0 0 0 8 15 1 0 0 0 0 9 12 2 0 0 0 0 10 11 1 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 21 1 0 0 0 0 13 15 1 0 0 0 0 13 21 1 0 0 0 0 14 16 2 0 0 0 0 14 18 1 0 0 0 0 15 17 2 0 0 0 0 16 17 1 0 0 0 0 18 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000347
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	304.09
ALogP	0.6294
MLogP	2.45
XLogP	2.728
HDA	3
HBD	1
Rotatable Bonds	7
TPSA	91.65
RO5 Violation	0