NPASS drugs

Drug Information

Drug ID:	NPD6390
Drug Name:	CGS-30440
Molecular Formula:	C25H36N2O6S
Canonical SMILES:	CCOC(=O)[C@@H](N=C(C1(CCCC1)N=C([C@H](C(C)C)SC(=O)C)O)O)Cc1ccc(cc1)OC
Standard InCHI:	InChI=1S/C25H36N2O6S/c1-6-33-23(30)20(15-18-9-11-19(32-5)12-10-18)26-24(31)25(13-7-8-14-25)27-22(29)21(16(2)3)34-17(4)28/h9-12,16,20-21H,6-8,13-15H2,1-5H3,(H,26,31)(H,27,29)/t20-,21-/m0/s1
Standard InCHIKey:	KTTVZVHKLPCAFP-SFTDATJTSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6390

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	90
0.1-0.2	719
0.2-0.3	2517
0.3-0.4	8705
0.4-0.5	4977
0.5-0.6	12104
0.6-0.7	1654
0.7-0.8	117
0.8-0.85	6
0.85-0.9	1
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
High Similarity	0.8652	NPC470392
Intermediate Similarity	0.8155	NPC4910
Intermediate Similarity	0.8112	NPC296712
Intermediate Similarity	0.8047	NPC329731
Intermediate Similarity	0.8039	NPC132771
Intermediate Similarity	0.8025	NPC56635
Intermediate Similarity	0.8012	NPC477526
Intermediate Similarity	0.7973	NPC6570
Intermediate Similarity	0.7931	NPC478147
Intermediate Similarity	0.7874	NPC59827
Intermediate Similarity	0.7874	NPC184933
Intermediate Similarity	0.7791	NPC473502
Intermediate Similarity	0.7778	NPC472923
Intermediate Similarity	0.7763	NPC91953
Intermediate Similarity	0.774	NPC477527
Intermediate Similarity	0.773	NPC319950
Intermediate Similarity	0.7697	NPC197921
Intermediate Similarity	0.7697	NPC196091
Intermediate Similarity	0.7692	NPC474862
Intermediate Similarity	0.7688	NPC207675
Intermediate Similarity	0.7688	NPC212699
Intermediate Similarity	0.7651	NPC244866
Intermediate Similarity	0.7647	NPC469360
Intermediate Similarity	0.7643	NPC324081
Intermediate Similarity	0.7584	NPC326966
Intermediate Similarity	0.7584	NPC45191
Intermediate Similarity	0.7569	NPC142577
Intermediate Similarity	0.7569	NPC27581
Intermediate Similarity	0.7568	NPC325651
Intermediate Similarity	0.7551	NPC476353
Intermediate Similarity	0.7532	NPC189724
Intermediate Similarity	0.7532	NPC212850
Intermediate Similarity	0.7532	NPC83289
Intermediate Similarity	0.7529	NPC475421
Intermediate Similarity	0.7516	NPC189908
Intermediate Similarity	0.75	NPC81026
Intermediate Similarity	0.7483	NPC169766
Intermediate Similarity	0.7448	NPC160493
Intermediate Similarity	0.7436	NPC266741
Intermediate Similarity	0.7431	NPC476183
Intermediate Similarity	0.7425	NPC186617
Intermediate Similarity	0.7423	NPC319320
Intermediate Similarity	0.7423	NPC287757
Intermediate Similarity	0.7417	NPC274732
Intermediate Similarity	0.7417	NPC471953
Intermediate Similarity	0.7399	NPC470903
Intermediate Similarity	0.7399	NPC470112
Intermediate Similarity	0.7399	NPC167763
Intermediate Similarity	0.7381	NPC471568
Intermediate Similarity	0.7381	NPC473693
Intermediate Similarity	0.7379	NPC476184
Intermediate Similarity	0.7379	NPC476281
Intermediate Similarity	0.7365	NPC124776
Intermediate Similarity	0.7343	NPC169328
Intermediate Similarity	0.7342	NPC247298
Intermediate Similarity	0.7324	NPC317254
Intermediate Similarity	0.7314	NPC299806
Intermediate Similarity	0.731	NPC190663
Intermediate Similarity	0.7305	NPC254700
Intermediate Similarity	0.7303	NPC328070
Intermediate Similarity	0.7297	NPC4974
Intermediate Similarity	0.7292	NPC310467
Intermediate Similarity	0.729	NPC322526
Intermediate Similarity	0.7284	NPC39431
Intermediate Similarity	0.7279	NPC476278
Intermediate Similarity	0.7278	NPC151030
Intermediate Similarity	0.7278	NPC269383
Intermediate Similarity	0.725	NPC245974
Intermediate Similarity	0.7241	NPC43275
Intermediate Similarity	0.723	NPC476241
Intermediate Similarity	0.723	NPC211218
Intermediate Similarity	0.723	NPC476260
Intermediate Similarity	0.7226	NPC473055
Intermediate Similarity	0.7226	NPC473052
Intermediate Similarity	0.7216	NPC315542
Intermediate Similarity	0.7192	NPC17388
Intermediate Similarity	0.7192	NPC263835
Intermediate Similarity	0.7192	NPC160120
Intermediate Similarity	0.7192	NPC53596
Intermediate Similarity	0.7192	NPC471308
Intermediate Similarity	0.7192	NPC289330
Intermediate Similarity	0.7188	NPC313414
Intermediate Similarity	0.7181	NPC95733
Intermediate Similarity	0.7181	NPC476179
Intermediate Similarity	0.7181	NPC62101
Intermediate Similarity	0.7181	NPC476125
Intermediate Similarity	0.7179	NPC471201
Intermediate Similarity	0.7172	NPC293424
Intermediate Similarity	0.7163	NPC166837
Intermediate Similarity	0.7152	NPC204546
Intermediate Similarity	0.7152	NPC66518
Intermediate Similarity	0.7143	NPC234639
Intermediate Similarity	0.7134	NPC282087
Intermediate Similarity	0.7134	NPC317741
Intermediate Similarity	0.7134	NPC241086
Intermediate Similarity	0.7134	NPC318984
Intermediate Similarity	0.7134	NPC318028
Intermediate Similarity	0.7134	NPC259800
Intermediate Similarity	0.7134	NPC328137
Intermediate Similarity	0.7133	NPC29477
Intermediate Similarity	0.7123	NPC283760
Intermediate Similarity	0.7113	NPC273814
Intermediate Similarity	0.7093	NPC49315
Intermediate Similarity	0.7086	NPC474476
Intermediate Similarity	0.7083	NPC67080
Intermediate Similarity	0.7083	NPC51345
Intermediate Similarity	0.7081	NPC9373
Intermediate Similarity	0.7075	NPC80150
Intermediate Similarity	0.707	NPC471316
Intermediate Similarity	0.7063	NPC109241
Intermediate Similarity	0.7055	NPC237420
Intermediate Similarity	0.7051	NPC196708
Intermediate Similarity	0.7051	NPC6913
Intermediate Similarity	0.7049	NPC108847
Intermediate Similarity	0.7034	NPC188867
Intermediate Similarity	0.7034	NPC106551
Intermediate Similarity	0.7034	NPC281686
Intermediate Similarity	0.7025	NPC326860
Intermediate Similarity	0.7025	NPC197239
Intermediate Similarity	0.7019	NPC16188
Intermediate Similarity	0.7019	NPC128237
Intermediate Similarity	0.7019	NPC83790
Intermediate Similarity	0.7014	NPC118202
Intermediate Similarity	0.7006	NPC307682
Remote Similarity	0.6994	NPC137627
Remote Similarity	0.6989	NPC271958
Remote Similarity	0.6989	NPC45112
Remote Similarity	0.6989	NPC134413
Remote Similarity	0.6989	NPC263507
Remote Similarity	0.6987	NPC282477
Remote Similarity	0.6987	NPC284855
Remote Similarity	0.6975	NPC105717
Remote Similarity	0.6975	NPC17760
Remote Similarity	0.6974	NPC210950
Remote Similarity	0.6974	NPC199738
Remote Similarity	0.6972	NPC474149
Remote Similarity	0.6954	NPC164608
Remote Similarity	0.6954	NPC26108
Remote Similarity	0.6951	NPC214239
Remote Similarity	0.695	NPC31274
Remote Similarity	0.6941	NPC158900
Remote Similarity	0.6936	NPC89831
Remote Similarity	0.6933	NPC471315
Remote Similarity	0.6933	NPC283783
Remote Similarity	0.6933	NPC471314
Remote Similarity	0.6929	NPC1065
Remote Similarity	0.6928	NPC191302
Remote Similarity	0.6923	NPC473407
Remote Similarity	0.6923	NPC473378
Remote Similarity	0.6923	NPC132308
Remote Similarity	0.6923	NPC105541
Remote Similarity	0.6913	NPC326079
Remote Similarity	0.6913	NPC86966
Remote Similarity	0.6909	NPC182119
Remote Similarity	0.6908	NPC280767
Remote Similarity	0.6903	NPC114102
Remote Similarity	0.6903	NPC246913
Remote Similarity	0.6901	NPC258056
Remote Similarity	0.6901	NPC71205
Remote Similarity	0.6899	NPC106606
Remote Similarity	0.6897	NPC306804
Remote Similarity	0.6893	NPC153554
Remote Similarity	0.6892	NPC239697
Remote Similarity	0.6879	NPC475123
Remote Similarity	0.6879	NPC475204
Remote Similarity	0.6875	NPC474584
Remote Similarity	0.6875	NPC470709
Remote Similarity	0.6871	NPC311737
Remote Similarity	0.6871	NPC38458
Remote Similarity	0.686	NPC294516
Remote Similarity	0.686	NPC107938
Remote Similarity	0.6859	NPC247018
Remote Similarity	0.6859	NPC307123
Remote Similarity	0.6859	NPC97870
Remote Similarity	0.6859	NPC88667
Remote Similarity	0.6857	NPC155506
Remote Similarity	0.6857	NPC279871
Remote Similarity	0.6857	NPC159767
Remote Similarity	0.6855	NPC48202
Remote Similarity	0.6852	NPC63628
Remote Similarity	0.6852	NPC178466
Remote Similarity	0.6848	NPC153644
Remote Similarity	0.6848	NPC233702
Remote Similarity	0.6846	NPC321133
Remote Similarity	0.6846	NPC112823
Remote Similarity	0.6842	NPC63931
Remote Similarity	0.6842	NPC471394
Remote Similarity	0.6842	NPC293164
Remote Similarity	0.6842	NPC47667
Remote Similarity	0.6831	NPC248822
Remote Similarity	0.6828	NPC26524
Remote Similarity	0.6828	NPC309808
Remote Similarity	0.6826	NPC473580
Remote Similarity	0.6824	NPC205502
Remote Similarity	0.6821	NPC315388
Remote Similarity	0.6818	NPC153990
Remote Similarity	0.6818	NPC251571
Remote Similarity	0.6816	NPC86678
Remote Similarity	0.6815	NPC313737
Remote Similarity	0.6815	NPC6854

Drug Structure

NPD6390 OpenBabel08211709092D 36 37 0 0 1 0 0 0 0 0999 V2000 -4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6223 -0.3514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9200 0.7958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2378 1.7440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 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 -0.7346 1.4417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4417 0.7346 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 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 -3.4641 2.0000 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 0.1564 0.9877 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9877 -0.1564 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 2.9400 0.5968 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5755 2.4932 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 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2777 1.3461 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2977 1.1471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9800 0.1989 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8932 3.4414 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6354 1.8964 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5955 2.2943 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.9531 2.8446 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 16 1 0 0 0 0 3 16 1 0 0 0 0 4 17 1 0 0 0 0 5 32 1 0 0 0 0 6 33 1 0 0 0 0 7 8 1 0 0 0 0 7 13 1 0 0 0 0 8 14 1 0 0 0 0 9 11 1 0 0 0 0 9 18 2 0 0 0 0 10 12 2 0 0 0 0 10 18 1 0 0 0 0 11 19 2 0 0 0 0 12 19 1 0 0 0 0 13 25 1 0 0 0 0 14 25 1 0 0 0 0 15 18 1 0 0 0 0 17 28 2 0 0 0 0 17 34 1 0 0 0 0 19 32 1 0 0 0 0 20 15 1 6 0 0 0 20 23 1 0 0 0 0 20 26 1 0 0 0 0 21 16 1 1 0 0 0 21 22 1 0 0 0 0 21 34 1 0 0 0 0 22 27 2 3 0 0 0 22 29 1 0 0 0 0 23 30 2 0 0 0 0 23 33 1 0 0 0 0 24 25 1 0 0 0 0 24 26 2 3 0 0 0 24 31 1 0 0 0 0 25 27 1 0 0 0 0 29 35 1 0 0 0 0 31 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004946
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	492.23
ALogP	0.495
MLogP	3.22
XLogP	3.922
HDA	7
HBD	2
Rotatable Bonds	20
TPSA	143.08
RO5 Violation	1