NPASS drugs

Drug Information

Drug ID:	NPD3453
Drug Name:	CGS-23425
Molecular Formula:	C19H21NO5
Canonical SMILES:	OC(=O)C(=Nc1cc(C)c(c(c1)C)Oc1ccc(c(c1)C(C)C)O)O
Standard InCHI:	InChI=1S/C19H21NO5/c1-10(2)15-9-14(5-6-16(15)21)25-17-11(3)7-13(8-12(17)4)20-18(22)19(23)24/h5-10,21H,1-4H3,(H,20,22)(H,23,24)
Standard InCHIKey:	UOJMJBUYXYEPFX-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3453

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	179
0.1-0.2	1091
0.2-0.3	3309
0.3-0.4	9169
0.4-0.5	2968
0.5-0.6	10780
0.6-0.7	3348
0.7-0.8	46
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	0.7588	NPC204179
Intermediate Similarity	0.7414	NPC310894
Intermediate Similarity	0.7412	NPC306366
Intermediate Similarity	0.7386	NPC168153
Intermediate Similarity	0.7293	NPC313886
Intermediate Similarity	0.7293	NPC28425
Intermediate Similarity	0.7278	NPC215747
Intermediate Similarity	0.7278	NPC192939
Intermediate Similarity	0.7278	NPC311936
Intermediate Similarity	0.7273	NPC474237
Intermediate Similarity	0.7255	NPC302211
Intermediate Similarity	0.7238	NPC119579
Intermediate Similarity	0.7235	NPC10875
Intermediate Similarity	0.7235	NPC10730
Intermediate Similarity	0.7222	NPC260118
Intermediate Similarity	0.7197	NPC176590
Intermediate Similarity	0.7178	NPC314113
Intermediate Similarity	0.7176	NPC275027
Intermediate Similarity	0.7168	NPC72291
Intermediate Similarity	0.7168	NPC475983
Intermediate Similarity	0.7167	NPC265383
Intermediate Similarity	0.7143	NPC471315
Intermediate Similarity	0.7143	NPC471314
Intermediate Similarity	0.7143	NPC19555
Intermediate Similarity	0.712	NPC219170
Intermediate Similarity	0.712	NPC180253
Intermediate Similarity	0.711	NPC235628
Intermediate Similarity	0.7081	NPC22928
Intermediate Similarity	0.7079	NPC225381
Intermediate Similarity	0.7059	NPC219383
Intermediate Similarity	0.7052	NPC291359
Intermediate Similarity	0.7045	NPC314861
Intermediate Similarity	0.7043	NPC112676
Intermediate Similarity	0.7043	NPC296742
Intermediate Similarity	0.7037	NPC473054
Intermediate Similarity	0.7032	NPC476332
Intermediate Similarity	0.7032	NPC473464
Intermediate Similarity	0.7029	NPC139506
Intermediate Similarity	0.7029	NPC292143
Intermediate Similarity	0.7025	NPC95034
Intermediate Similarity	0.7025	NPC142087
Intermediate Similarity	0.7021	NPC203972
Intermediate Similarity	0.7011	NPC276060
Intermediate Similarity	0.7	NPC314948
Intermediate Similarity	0.7	NPC478049
Intermediate Similarity	0.7	NPC475880
Remote Similarity	0.6989	NPC224293
Remote Similarity	0.6981	NPC81261
Remote Similarity	0.6974	NPC187993
Remote Similarity	0.6974	NPC238176
Remote Similarity	0.6971	NPC57105
Remote Similarity	0.6959	NPC159101
Remote Similarity	0.6959	NPC184161
Remote Similarity	0.6954	NPC473718
Remote Similarity	0.6946	NPC131971
Remote Similarity	0.6946	NPC323798
Remote Similarity	0.6943	NPC61685
Remote Similarity	0.6935	NPC69213
Remote Similarity	0.6923	NPC46586
Remote Similarity	0.6923	NPC204535
Remote Similarity	0.6914	NPC231862
Remote Similarity	0.6908	NPC69539
Remote Similarity	0.6899	NPC133407
Remote Similarity	0.6899	NPC28476
Remote Similarity	0.689	NPC227033
Remote Similarity	0.6883	NPC51341
Remote Similarity	0.6882	NPC276674
Remote Similarity	0.6882	NPC33902
Remote Similarity	0.6879	NPC474130
Remote Similarity	0.6878	NPC294244
Remote Similarity	0.6872	NPC257354
Remote Similarity	0.6871	NPC218530
Remote Similarity	0.6864	NPC313414
Remote Similarity	0.6859	NPC48623
Remote Similarity	0.6859	NPC168707
Remote Similarity	0.6854	NPC127362
Remote Similarity	0.6852	NPC474246
Remote Similarity	0.6852	NPC258073
Remote Similarity	0.6852	NPC474143
Remote Similarity	0.6848	NPC115861
Remote Similarity	0.6842	NPC222982
Remote Similarity	0.6839	NPC474131
Remote Similarity	0.6839	NPC160120
Remote Similarity	0.6839	NPC289330
Remote Similarity	0.6839	NPC17388
Remote Similarity	0.6839	NPC53596
Remote Similarity	0.6839	NPC471308
Remote Similarity	0.6835	NPC248557
Remote Similarity	0.6833	NPC474814
Remote Similarity	0.6833	NPC112336
Remote Similarity	0.6832	NPC271832
Remote Similarity	0.6832	NPC59654
Remote Similarity	0.6831	NPC274002
Remote Similarity	0.6831	NPC126515
Remote Similarity	0.6831	NPC472331
Remote Similarity	0.6826	NPC79372
Remote Similarity	0.6826	NPC470090
Remote Similarity	0.6825	NPC475411
Remote Similarity	0.6824	NPC163898
Remote Similarity	0.6824	NPC292256
Remote Similarity	0.6821	NPC264782
Remote Similarity	0.6821	NPC52475
Remote Similarity	0.6818	NPC19023
Remote Similarity	0.6813	NPC251571
Remote Similarity	0.681	NPC317601
Remote Similarity	0.681	NPC329427
Remote Similarity	0.681	NPC474635
Remote Similarity	0.6809	NPC320088
Remote Similarity	0.6806	NPC29472
Remote Similarity	0.6795	NPC45663
Remote Similarity	0.6795	NPC129176
Remote Similarity	0.679	NPC313466
Remote Similarity	0.679	NPC114102
Remote Similarity	0.6788	NPC126637
Remote Similarity	0.6784	NPC475896
Remote Similarity	0.6782	NPC18614
Remote Similarity	0.6776	NPC315631
Remote Similarity	0.6774	NPC471449
Remote Similarity	0.6774	NPC32152
Remote Similarity	0.6772	NPC248786
Remote Similarity	0.6772	NPC261992
Remote Similarity	0.677	NPC478215
Remote Similarity	0.676	NPC238430
Remote Similarity	0.6755	NPC474920
Remote Similarity	0.675	NPC128321
Remote Similarity	0.6748	NPC93882
Remote Similarity	0.6748	NPC130595
Remote Similarity	0.6748	NPC214869
Remote Similarity	0.6748	NPC142530
Remote Similarity	0.6747	NPC471316
Remote Similarity	0.6743	NPC212699
Remote Similarity	0.6743	NPC207675
Remote Similarity	0.6735	NPC474077
Remote Similarity	0.6731	NPC232295
Remote Similarity	0.6731	NPC14177
Remote Similarity	0.673	NPC147896
Remote Similarity	0.673	NPC276962
Remote Similarity	0.673	NPC190086
Remote Similarity	0.673	NPC140521
Remote Similarity	0.6728	NPC35961
Remote Similarity	0.6728	NPC195749
Remote Similarity	0.6728	NPC52029
Remote Similarity	0.6727	NPC27394
Remote Similarity	0.6727	NPC49603
Remote Similarity	0.6727	NPC193026
Remote Similarity	0.6727	NPC187616
Remote Similarity	0.6725	NPC132771
Remote Similarity	0.6721	NPC477115
Remote Similarity	0.672	NPC469831
Remote Similarity	0.6709	NPC188997
Remote Similarity	0.6708	NPC473993
Remote Similarity	0.6707	NPC285078
Remote Similarity	0.6707	NPC6854
Remote Similarity	0.6707	NPC313737
Remote Similarity	0.6705	NPC236166
Remote Similarity	0.6688	NPC163398
Remote Similarity	0.6688	NPC83279
Remote Similarity	0.6687	NPC255550
Remote Similarity	0.6687	NPC196621
Remote Similarity	0.6687	NPC249836
Remote Similarity	0.6687	NPC477213
Remote Similarity	0.6687	NPC308885
Remote Similarity	0.6687	NPC475102
Remote Similarity	0.6685	NPC9475
Remote Similarity	0.6685	NPC329837
Remote Similarity	0.6685	NPC471778
Remote Similarity	0.6685	NPC90984
Remote Similarity	0.6667	NPC474599
Remote Similarity	0.6667	NPC201419
Remote Similarity	0.6667	NPC476025
Remote Similarity	0.6667	NPC477837
Remote Similarity	0.6667	NPC155838
Remote Similarity	0.6667	NPC475028
Remote Similarity	0.6667	NPC265335
Remote Similarity	0.6667	NPC474810
Remote Similarity	0.6667	NPC47288
Remote Similarity	0.6667	NPC477838
Remote Similarity	0.6667	NPC95412
Remote Similarity	0.6649	NPC316161
Remote Similarity	0.6649	NPC28510
Remote Similarity	0.6648	NPC83241
Remote Similarity	0.6648	NPC56635
Remote Similarity	0.6647	NPC156502
Remote Similarity	0.6647	NPC477939
Remote Similarity	0.6647	NPC209985
Remote Similarity	0.6647	NPC170239
Remote Similarity	0.6647	NPC10737
Remote Similarity	0.6647	NPC54743
Remote Similarity	0.6647	NPC263367
Remote Similarity	0.6647	NPC97937
Remote Similarity	0.6647	NPC177160
Remote Similarity	0.6647	NPC275125
Remote Similarity	0.6647	NPC29799
Remote Similarity	0.6646	NPC147317
Remote Similarity	0.6646	NPC470392
Remote Similarity	0.6645	NPC280760
Remote Similarity	0.6645	NPC98372
Remote Similarity	0.6631	NPC32154
Remote Similarity	0.663	NPC231371
Remote Similarity	0.663	NPC8467

Drug Structure

NPD3453 OpenBabel08211703112D 28 29 0 0 0 0 0 0 0 0999 V2000 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 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 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 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 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 4 12 1 0 0 0 0 5 6 2 0 0 0 0 5 14 1 0 0 0 0 6 16 1 0 0 0 0 7 11 1 0 0 0 0 7 13 2 0 0 0 0 8 12 2 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 9 15 1 0 0 0 0 10 15 1 0 0 0 0 11 17 2 0 0 0 0 12 17 1 0 0 0 0 13 20 1 0 0 0 0 14 25 1 0 0 0 0 15 16 2 0 0 0 0 16 21 1 0 0 0 0 17 25 1 0 0 0 0 18 19 1 0 0 0 0 18 20 2 3 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 19 24 2 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006013
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	343.14
ALogP	0.9211
MLogP	2.89
XLogP	4.359
HDA	4
HBD	3
Rotatable Bonds	12
TPSA	99.35
RO5 Violation	0