NPASS drugs

Drug Information

Drug ID:	NPD5278
Drug Name:	RP-66153
Molecular Formula:	C22H30O2S
Canonical SMILES:	OC(=O)C(CCCCCc1sccc1CCCc1ccccc1)(C)C
Standard InCHI:	InChI=1S/C22H30O2S/c1-22(2,21(23)24)16-8-4-7-14-20-19(15-17-25-20)13-9-12-18-10-5-3-6-11-18/h3,5-6,10-11,15,17H,4,7-9,12-14,16H2,1-2H3,(H,23,24)
Standard InCHIKey:	QMXLXSYXJOJQSN-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5278

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	120
0.1-0.2	887
0.2-0.3	2252
0.3-0.4	9640
0.4-0.5	14902
0.5-0.6	2846
0.6-0.7	227
0.7-0.8	16
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	0.7624	NPC44830
Intermediate Similarity	0.7383	NPC86987
Intermediate Similarity	0.7327	NPC127343
Intermediate Similarity	0.717	NPC322387
Intermediate Similarity	0.7168	NPC264728
Intermediate Similarity	0.713	NPC70940
Intermediate Similarity	0.713	NPC86670
Intermediate Similarity	0.713	NPC84288
Intermediate Similarity	0.713	NPC274455
Intermediate Similarity	0.7115	NPC285773
Intermediate Similarity	0.7103	NPC329064
Intermediate Similarity	0.7018	NPC136810
Intermediate Similarity	0.7018	NPC94487
Intermediate Similarity	0.7018	NPC133809
Intermediate Similarity	0.7018	NPC128248
Intermediate Similarity	0.7018	NPC225079
Remote Similarity	0.6991	NPC120393
Remote Similarity	0.6981	NPC95965
Remote Similarity	0.6964	NPC469893
Remote Similarity	0.6957	NPC475978
Remote Similarity	0.6957	NPC474820
Remote Similarity	0.6903	NPC469891
Remote Similarity	0.6903	NPC469892
Remote Similarity	0.6903	NPC477767
Remote Similarity	0.6903	NPC469890
Remote Similarity	0.6899	NPC475082
Remote Similarity	0.6864	NPC85560
Remote Similarity	0.6864	NPC244933
Remote Similarity	0.6842	NPC271475
Remote Similarity	0.6838	NPC19136
Remote Similarity	0.6829	NPC32356
Remote Similarity	0.6814	NPC261947
Remote Similarity	0.6814	NPC175376
Remote Similarity	0.6792	NPC288903
Remote Similarity	0.6759	NPC148231
Remote Similarity	0.6757	NPC187725
Remote Similarity	0.6757	NPC141607
Remote Similarity	0.6754	NPC226041
Remote Similarity	0.6727	NPC9822
Remote Similarity	0.6726	NPC172925
Remote Similarity	0.6723	NPC94751
Remote Similarity	0.6723	NPC142326
Remote Similarity	0.6667	NPC294134
Remote Similarity	0.6667	NPC249811
Remote Similarity	0.6638	NPC221825
Remote Similarity	0.6638	NPC54647
Remote Similarity	0.6636	NPC477704
Remote Similarity	0.6636	NPC477693
Remote Similarity	0.661	NPC329556
Remote Similarity	0.6607	NPC317645
Remote Similarity	0.6579	NPC206764
Remote Similarity	0.6577	NPC231591
Remote Similarity	0.6557	NPC190955
Remote Similarity	0.6555	NPC329282
Remote Similarity	0.6549	NPC323164
Remote Similarity	0.6542	NPC323103
Remote Similarity	0.6525	NPC474112
Remote Similarity	0.6518	NPC185501
Remote Similarity	0.6514	NPC475710
Remote Similarity	0.6504	NPC475002
Remote Similarity	0.6504	NPC95126
Remote Similarity	0.6496	NPC7435
Remote Similarity	0.6496	NPC217621
Remote Similarity	0.6481	NPC270507
Remote Similarity	0.646	NPC110704
Remote Similarity	0.6422	NPC267704
Remote Similarity	0.6415	NPC272260
Remote Similarity	0.641	NPC229242
Remote Similarity	0.64	NPC93287
Remote Similarity	0.64	NPC477475
Remote Similarity	0.64	NPC477476
Remote Similarity	0.6389	NPC103387
Remote Similarity	0.6387	NPC304873
Remote Similarity	0.6387	NPC173019
Remote Similarity	0.6387	NPC25458
Remote Similarity	0.6387	NPC24122
Remote Similarity	0.6381	NPC9796
Remote Similarity	0.6378	NPC9274
Remote Similarity	0.6373	NPC155429
Remote Similarity	0.6364	NPC471186
Remote Similarity	0.6364	NPC105899
Remote Similarity	0.6364	NPC321670
Remote Similarity	0.6356	NPC12730
Remote Similarity	0.6355	NPC121800
Remote Similarity	0.6349	NPC294458
Remote Similarity	0.6349	NPC471721
Remote Similarity	0.6348	NPC34243
Remote Similarity	0.6333	NPC255676
Remote Similarity	0.633	NPC477770
Remote Similarity	0.633	NPC307163
Remote Similarity	0.6325	NPC122493
Remote Similarity	0.6325	NPC270654
Remote Similarity	0.6325	NPC253423
Remote Similarity	0.6325	NPC10781
Remote Similarity	0.6325	NPC293628
Remote Similarity	0.6325	NPC324569
Remote Similarity	0.6325	NPC289201
Remote Similarity	0.6311	NPC37914
Remote Similarity	0.6311	NPC474111
Remote Similarity	0.6311	NPC475086
Remote Similarity	0.6311	NPC329705
Remote Similarity	0.6299	NPC221275
Remote Similarity	0.6271	NPC160548
Remote Similarity	0.6271	NPC210529
Remote Similarity	0.6271	NPC175852
Remote Similarity	0.6262	NPC170484
Remote Similarity	0.626	NPC156648
Remote Similarity	0.626	NPC21929
Remote Similarity	0.6239	NPC121478
Remote Similarity	0.6239	NPC230068
Remote Similarity	0.6239	NPC73637
Remote Similarity	0.623	NPC472919
Remote Similarity	0.6228	NPC62765
Remote Similarity	0.6218	NPC245561
Remote Similarity	0.6216	NPC123476
Remote Similarity	0.6214	NPC74458
Remote Similarity	0.621	NPC31274
Remote Similarity	0.621	NPC469511
Remote Similarity	0.621	NPC281604
Remote Similarity	0.621	NPC469636
Remote Similarity	0.6204	NPC164449
Remote Similarity	0.6204	NPC184030
Remote Similarity	0.6202	NPC212891
Remote Similarity	0.62	NPC85059
Remote Similarity	0.6198	NPC160382
Remote Similarity	0.6198	NPC247976
Remote Similarity	0.619	NPC189371
Remote Similarity	0.619	NPC66208
Remote Similarity	0.6186	NPC240042
Remote Similarity	0.6186	NPC474934
Remote Similarity	0.6186	NPC251579
Remote Similarity	0.6186	NPC133135
Remote Similarity	0.6168	NPC103488
Remote Similarity	0.6168	NPC299367
Remote Similarity	0.6167	NPC469481
Remote Similarity	0.6167	NPC52472
Remote Similarity	0.6167	NPC473325
Remote Similarity	0.6161	NPC243166
Remote Similarity	0.6154	NPC145990
Remote Similarity	0.6154	NPC76308
Remote Similarity	0.6154	NPC45794
Remote Similarity	0.6154	NPC325295
Remote Similarity	0.6154	NPC285679
Remote Similarity	0.6148	NPC472170
Remote Similarity	0.6148	NPC261573
Remote Similarity	0.6148	NPC8931
Remote Similarity	0.6148	NPC120693
Remote Similarity	0.6142	NPC306977
Remote Similarity	0.6142	NPC242957
Remote Similarity	0.6142	NPC206414
Remote Similarity	0.6142	NPC287055
Remote Similarity	0.614	NPC2751
Remote Similarity	0.6134	NPC317280
Remote Similarity	0.6134	NPC329387
Remote Similarity	0.6134	NPC179411
Remote Similarity	0.6134	NPC322598
Remote Similarity	0.6129	NPC112903
Remote Similarity	0.6126	NPC470794
Remote Similarity	0.6116	NPC284477
Remote Similarity	0.6116	NPC472171
Remote Similarity	0.6111	NPC265513
Remote Similarity	0.6111	NPC151405
Remote Similarity	0.6111	NPC319579
Remote Similarity	0.6111	NPC8981
Remote Similarity	0.6111	NPC139901
Remote Similarity	0.6106	NPC69057
Remote Similarity	0.6102	NPC61944
Remote Similarity	0.6098	NPC67043
Remote Similarity	0.6098	NPC474307
Remote Similarity	0.6083	NPC325497
Remote Similarity	0.6083	NPC476042
Remote Similarity	0.6083	NPC228435
Remote Similarity	0.608	NPC475006
Remote Similarity	0.608	NPC318327
Remote Similarity	0.6075	NPC298023
Remote Similarity	0.6071	NPC130655
Remote Similarity	0.6071	NPC99482
Remote Similarity	0.6068	NPC261181
Remote Similarity	0.6068	NPC300455
Remote Similarity	0.6066	NPC164859
Remote Similarity	0.6066	NPC471317
Remote Similarity	0.6066	NPC13426
Remote Similarity	0.6066	NPC472172
Remote Similarity	0.6063	NPC474689
Remote Similarity	0.6063	NPC471189
Remote Similarity	0.6063	NPC471188
Remote Similarity	0.6063	NPC280789
Remote Similarity	0.6063	NPC218855
Remote Similarity	0.6061	NPC42657
Remote Similarity	0.6061	NPC202015
Remote Similarity	0.6061	NPC472708
Remote Similarity	0.6061	NPC204784
Remote Similarity	0.6058	NPC208302
Remote Similarity	0.6055	NPC157055
Remote Similarity	0.6055	NPC17408
Remote Similarity	0.6055	NPC285716
Remote Similarity	0.6055	NPC477703
Remote Similarity	0.6055	NPC195713
Remote Similarity	0.6053	NPC325441
Remote Similarity	0.605	NPC103048

Drug Structure

NPD5278 OpenBabel08211706322D 26 27 0 0 0 0 0 0 0 0999 V2000 -3.7859 4.3967 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1168 3.6536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6977 3.0085 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4898 2.0303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6488 3.3175 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4612 1.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8567 4.2956 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 5.0468 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 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 -3.0157 5.5828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8078 4.6046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2725 6.2519 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9667 5.8918 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 -4.1747 6.8700 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 22 1 0 0 0 0 3 5 2 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 4 8 1 0 0 0 0 5 10 1 0 0 0 0 6 11 2 0 0 0 0 7 14 1 0 0 0 0 8 16 1 0 0 0 0 9 12 1 0 0 0 0 9 13 1 0 0 0 0 10 18 2 0 0 0 0 11 18 1 0 0 0 0 12 18 1 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 16 22 1 0 0 0 0 17 25 1 0 0 0 0 19 20 2 0 0 0 0 20 25 1 0 0 0 0 21 22 1 0 0 0 0 21 23 2 0 0 0 0 21 24 1 0 0 0 0 24 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007034
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	358.20
ALogP	0.5558
MLogP	3.55
XLogP	8.78
HDA	2
HBD	1
Rotatable Bonds	14
TPSA	65.54
RO5 Violation	2