NPASS drugs

Drug Information

Drug ID:	NPD5580
Drug Name:	Org-34092
Molecular Formula:	C23H26N2O2S
Canonical SMILES:	O=C(C1(C)CCC/C/1=CCSc1ccccc1)OCc1ccc(cc1)C(=N)N
Standard InCHI:	InChI=1S/C23H26N2O2S/c1-23(22(26)27-16-17-9-11-18(12-10-17)21(24)25)14-5-6-19(23)13-15-28-20-7-3-2-4-8-20/h2-4,7-13H,5-6,14-16H2,1H3,(H3,24,25)/b19-13+
Standard InCHIKey:	FTQCYIWLHQJGIC-CPNJWEJPSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5580

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	107
0.1-0.2	959
0.2-0.3	2938
0.3-0.4	9384
0.4-0.5	14671
0.5-0.6	2784
0.6-0.7	47
0.7-0.8	0
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
Remote Similarity	0.651	NPC4974
Remote Similarity	0.6324	NPC70624
Remote Similarity	0.6316	NPC210950
Remote Similarity	0.6316	NPC199738
Remote Similarity	0.6308	NPC220893
Remote Similarity	0.6301	NPC45794
Remote Similarity	0.6279	NPC89377
Remote Similarity	0.6259	NPC269457
Remote Similarity	0.6258	NPC23908
Remote Similarity	0.625	NPC118343
Remote Similarity	0.6222	NPC270654
Remote Similarity	0.6212	NPC119631
Remote Similarity	0.6207	NPC32356
Remote Similarity	0.6207	NPC221275
Remote Similarity	0.6204	NPC42211
Remote Similarity	0.6181	NPC128368
Remote Similarity	0.6176	NPC78701
Remote Similarity	0.6176	NPC35448
Remote Similarity	0.6159	NPC188895
Remote Similarity	0.6136	NPC185501
Remote Similarity	0.6131	NPC203925
Remote Similarity	0.6131	NPC146351
Remote Similarity	0.6127	NPC469636
Remote Similarity	0.6124	NPC58616
Remote Similarity	0.6115	NPC301943
Remote Similarity	0.6115	NPC474365
Remote Similarity	0.6103	NPC276775
Remote Similarity	0.6103	NPC249912
Remote Similarity	0.6103	NPC92754
Remote Similarity	0.6074	NPC473922
Remote Similarity	0.6065	NPC122235
Remote Similarity	0.6062	NPC477557
Remote Similarity	0.6061	NPC9822
Remote Similarity	0.6061	NPC173443
Remote Similarity	0.6059	NPC93343
Remote Similarity	0.6058	NPC225060
Remote Similarity	0.6053	NPC472703
Remote Similarity	0.604	NPC254233
Remote Similarity	0.6039	NPC100402
Remote Similarity	0.6039	NPC9180
Remote Similarity	0.6015	NPC213156
Remote Similarity	0.6015	NPC240108
Remote Similarity	0.6014	NPC325497
Remote Similarity	0.6013	NPC472704
Remote Similarity	0.6013	NPC473938
Remote Similarity	0.6013	NPC226794
Remote Similarity	0.6	NPC234956
Remote Similarity	0.5987	NPC26285
Remote Similarity	0.5987	NPC160493
Remote Similarity	0.5985	NPC304760
Remote Similarity	0.5972	NPC190955
Remote Similarity	0.5972	NPC273837
Remote Similarity	0.5962	NPC311753
Remote Similarity	0.596	NPC476183
Remote Similarity	0.596	NPC473243
Remote Similarity	0.5956	NPC130398
Remote Similarity	0.5951	NPC468984
Remote Similarity	0.5932	NPC476749
Remote Similarity	0.5931	NPC319579
Remote Similarity	0.5926	NPC319645
Remote Similarity	0.5926	NPC471316
Remote Similarity	0.5921	NPC476281
Remote Similarity	0.5921	NPC476184
Remote Similarity	0.5921	NPC50872
Remote Similarity	0.5918	NPC307651
Remote Similarity	0.5915	NPC211551
Remote Similarity	0.5915	NPC472919
Remote Similarity	0.5903	NPC17417
Remote Similarity	0.5903	NPC474364
Remote Similarity	0.5903	NPC10251
Remote Similarity	0.5897	NPC472706
Remote Similarity	0.5891	NPC106313
Remote Similarity	0.5874	NPC475086
Remote Similarity	0.5871	NPC295664
Remote Similarity	0.587	NPC226041
Remote Similarity	0.587	NPC33168
Remote Similarity	0.5868	NPC189908
Remote Similarity	0.5862	NPC93084
Remote Similarity	0.5862	NPC214067
Remote Similarity	0.5862	NPC251854
Remote Similarity	0.5862	NPC196246
Remote Similarity	0.5862	NPC158854
Remote Similarity	0.586	NPC472707
Remote Similarity	0.586	NPC329731
Remote Similarity	0.5857	NPC245927
Remote Similarity	0.5855	NPC190663
Remote Similarity	0.5855	NPC77000
Remote Similarity	0.5855	NPC238861
Remote Similarity	0.5851	NPC477526
Remote Similarity	0.5849	NPC246913
Remote Similarity	0.5849	NPC72915
Remote Similarity	0.5849	NPC470278
Remote Similarity	0.5844	NPC476278
Remote Similarity	0.5844	NPC471314
Remote Similarity	0.5844	NPC471315
Remote Similarity	0.5844	NPC35996
Remote Similarity	0.5833	NPC132771
Remote Similarity	0.5833	NPC13470
Remote Similarity	0.5833	NPC249811
Remote Similarity	0.5833	NPC470765
Remote Similarity	0.5833	NPC56493
Remote Similarity	0.5829	NPC476750
Remote Similarity	0.5823	NPC325651
Remote Similarity	0.5822	NPC475002
Remote Similarity	0.5822	NPC305912
Remote Similarity	0.5822	NPC1082
Remote Similarity	0.5822	NPC476003
Remote Similarity	0.5822	NPC474157
Remote Similarity	0.5822	NPC95126
Remote Similarity	0.5822	NPC323007
Remote Similarity	0.5818	NPC475128
Remote Similarity	0.5814	NPC165212
Remote Similarity	0.5813	NPC470392
Remote Similarity	0.5813	NPC313663
Remote Similarity	0.5808	NPC328824
Remote Similarity	0.5808	NPC475578
Remote Similarity	0.5806	NPC307139
Remote Similarity	0.5806	NPC320287
Remote Similarity	0.5806	NPC476241
Remote Similarity	0.5806	NPC476260
Remote Similarity	0.58	NPC212891
Remote Similarity	0.58	NPC242764
Remote Similarity	0.58	NPC105141
Remote Similarity	0.5796	NPC473220
Remote Similarity	0.5796	NPC253681
Remote Similarity	0.5796	NPC470753
Remote Similarity	0.5793	NPC83628
Remote Similarity	0.5793	NPC239770
Remote Similarity	0.5793	NPC265407
Remote Similarity	0.5793	NPC281604
Remote Similarity	0.5793	NPC182549
Remote Similarity	0.5793	NPC114741
Remote Similarity	0.5789	NPC43275
Remote Similarity	0.5786	NPC147561
Remote Similarity	0.5786	NPC82712
Remote Similarity	0.5786	NPC131684
Remote Similarity	0.5786	NPC221825
Remote Similarity	0.5782	NPC270699
Remote Similarity	0.5782	NPC79496
Remote Similarity	0.5782	NPC82899
Remote Similarity	0.5782	NPC158282
Remote Similarity	0.5776	NPC169766
Remote Similarity	0.5776	NPC90693
Remote Similarity	0.5776	NPC64897
Remote Similarity	0.5775	NPC234305
Remote Similarity	0.5775	NPC4910
Remote Similarity	0.5775	NPC89886
Remote Similarity	0.5774	NPC313414
Remote Similarity	0.5774	NPC105717
Remote Similarity	0.5772	NPC210092
Remote Similarity	0.5769	NPC325013
Remote Similarity	0.5769	NPC476125
Remote Similarity	0.5769	NPC323103
Remote Similarity	0.5769	NPC476179
Remote Similarity	0.5767	NPC77992
Remote Similarity	0.5764	NPC119271
Remote Similarity	0.5764	NPC142326
Remote Similarity	0.5764	NPC94751
Remote Similarity	0.5762	NPC469574
Remote Similarity	0.5762	NPC228318
Remote Similarity	0.5758	NPC294134
Remote Similarity	0.5753	NPC174099
Remote Similarity	0.5752	NPC988
Remote Similarity	0.5752	NPC289432
Remote Similarity	0.575	NPC45191
Remote Similarity	0.575	NPC326966
Remote Similarity	0.5745	NPC316797
Remote Similarity	0.5741	NPC153617
Remote Similarity	0.5741	NPC329913
Remote Similarity	0.5741	NPC203486
Remote Similarity	0.5741	NPC48929
Remote Similarity	0.5741	NPC126516
Remote Similarity	0.574	NPC476757
Remote Similarity	0.5734	NPC269644
Remote Similarity	0.5733	NPC149691
Remote Similarity	0.5732	NPC275576
Remote Similarity	0.5732	NPC476599
Remote Similarity	0.5725	NPC270507
Remote Similarity	0.5714	NPC244866
Remote Similarity	0.5714	NPC311658
Remote Similarity	0.5714	NPC144547
Remote Similarity	0.5714	NPC210089
Remote Similarity	0.5714	NPC316896
Remote Similarity	0.5714	NPC260194
Remote Similarity	0.5705	NPC51079
Remote Similarity	0.5705	NPC153053
Remote Similarity	0.5696	NPC169913
Remote Similarity	0.5696	NPC5486
Remote Similarity	0.5695	NPC190298
Remote Similarity	0.5695	NPC128249
Remote Similarity	0.5694	NPC105899
Remote Similarity	0.5694	NPC209632
Remote Similarity	0.569	NPC212699
Remote Similarity	0.569	NPC207675
Remote Similarity	0.5685	NPC469511
Remote Similarity	0.5683	NPC3371
Remote Similarity	0.568	NPC473541
Remote Similarity	0.5679	NPC472656
Remote Similarity	0.5677	NPC476205
Remote Similarity	0.5677	NPC259791

Drug Structure

NPD5580 OpenBabel08211708292D 31 33 0 0 1 0 0 0 0 0999 V2000 -0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 -1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 -1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 -1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6254 0.3273 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 -2.9344 -0.6237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3383 1.4863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6473 0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2653 -1.3669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 -0.4067 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 0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.5525 -2.5258 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9052 -3.0611 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2872 1.1590 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3601 1.6942 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 0.0933 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -4.2216 -1.7827 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8615 -3.4769 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2142 -4.0121 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 6 1 0 0 0 0 5 14 1 0 0 0 0 6 19 1 0 0 0 0 7 20 2 0 0 0 0 8 20 1 0 0 0 0 9 11 1 0 0 0 0 9 17 2 0 0 0 0 10 12 2 0 0 0 0 10 17 1 0 0 0 0 11 18 2 0 0 0 0 12 18 1 0 0 0 0 13 15 1 0 0 0 0 13 19 2 0 0 0 0 14 23 1 0 0 0 0 15 28 1 0 0 0 0 16 17 1 0 0 0 0 16 27 1 0 0 0 0 18 21 1 0 0 0 0 19 23 1 0 0 0 0 20 28 1 0 0 0 0 21 24 1 0 0 0 0 21 25 2 0 0 0 0 22 23 1 0 0 0 0 22 26 2 0 0 0 0 22 27 1 0 0 0 0 24 29 1 0 0 0 0 24 30 1 0 0 0 0 25 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000001
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	394.17
ALogP	0.4273
MLogP	3.44
XLogP	6.176
HDA	4
HBD	2
Rotatable Bonds	10
TPSA	101.47
RO5 Violation	1