NPASS drugs

Drug Information

Drug ID:	NPD1661
Drug Name:	Histone deacetylase inhibitors (cancer), EntreMed
Molecular Formula:	C15H17N3O2S
Canonical SMILES:	SCC(=NCCCC(=Nc1cnc2c(c1)cccc2)O)O
Standard InCHI:	InChI=1S/C15H17N3O2S/c19-14(6-3-7-16-15(20)10-21)18-12-8-11-4-1-2-5-13(11)17-9-12/h1-2,4-5,8-9,21H,3,6-7,10H2,(H,16,20)(H,18,19)
Standard InCHIKey:	VEKDAVOBEATBGX-UHFFFAOYSA-N
Max Developmental Stage:	Suspended
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1661

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	250
0.1-0.2	4845
0.2-0.3	14156
0.3-0.4	7233
0.4-0.5	1973
0.5-0.6	1284
0.6-0.7	860
0.7-0.8	282
0.8-0.85	7
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	0.8406	NPC46358
Intermediate Similarity	0.8278	NPC470111
Intermediate Similarity	0.8069	NPC256893
Intermediate Similarity	0.8041	NPC314102
Intermediate Similarity	0.8041	NPC251722
Intermediate Similarity	0.8026	NPC314372
Intermediate Similarity	0.8	NPC216713
Intermediate Similarity	0.7974	NPC63545
Intermediate Similarity	0.7963	NPC91895
Intermediate Similarity	0.7922	NPC471957
Intermediate Similarity	0.7922	NPC179787
Intermediate Similarity	0.7922	NPC469811
Intermediate Similarity	0.7922	NPC201380
Intermediate Similarity	0.7911	NPC129721
Intermediate Similarity	0.7908	NPC285731
Intermediate Similarity	0.7895	NPC190296
Intermediate Similarity	0.7871	NPC321911
Intermediate Similarity	0.7862	NPC293487
Intermediate Similarity	0.7834	NPC469763
Intermediate Similarity	0.7834	NPC73952
Intermediate Similarity	0.7834	NPC469760
Intermediate Similarity	0.7834	NPC469765
Intermediate Similarity	0.7834	NPC25008
Intermediate Similarity	0.7834	NPC469786
Intermediate Similarity	0.7834	NPC259644
Intermediate Similarity	0.7826	NPC478182
Intermediate Similarity	0.7823	NPC324611
Intermediate Similarity	0.7799	NPC469762
Intermediate Similarity	0.7793	NPC471313
Intermediate Similarity	0.7793	NPC471311
Intermediate Similarity	0.7792	NPC159856
Intermediate Similarity	0.7786	NPC91958
Intermediate Similarity	0.7785	NPC211572
Intermediate Similarity	0.7785	NPC80597
Intermediate Similarity	0.7785	NPC75540
Intermediate Similarity	0.7785	NPC212376
Intermediate Similarity	0.7785	NPC70922
Intermediate Similarity	0.7748	NPC169433
Intermediate Similarity	0.7736	NPC469785
Intermediate Similarity	0.7725	NPC248454
Intermediate Similarity	0.7722	NPC325903
Intermediate Similarity	0.7716	NPC478184
Intermediate Similarity	0.7714	NPC81561
Intermediate Similarity	0.7707	NPC24678
Intermediate Similarity	0.7707	NPC40070
Intermediate Similarity	0.7707	NPC105818
Intermediate Similarity	0.7702	NPC279918
Intermediate Similarity	0.7688	NPC236711
Intermediate Similarity	0.7682	NPC150259
Intermediate Similarity	0.766	NPC143603
Intermediate Similarity	0.7658	NPC470823
Intermediate Similarity	0.7654	NPC225018
Intermediate Similarity	0.7654	NPC282231
Intermediate Similarity	0.7654	NPC478185
Intermediate Similarity	0.7643	NPC148140
Intermediate Similarity	0.7636	NPC32534
Intermediate Similarity	0.7635	NPC282398
Intermediate Similarity	0.7633	NPC24864
Intermediate Similarity	0.7622	NPC49954
Intermediate Similarity	0.7622	NPC478183
Intermediate Similarity	0.7622	NPC56233
Intermediate Similarity	0.7622	NPC474561
Intermediate Similarity	0.7616	NPC62749
Intermediate Similarity	0.7616	NPC96102
Intermediate Similarity	0.761	NPC200214
Intermediate Similarity	0.7607	NPC311276
Intermediate Similarity	0.7605	NPC469938
Intermediate Similarity	0.7603	NPC476140
Intermediate Similarity	0.7593	NPC131718
Intermediate Similarity	0.7593	NPC470204
Intermediate Similarity	0.7584	NPC82295
Intermediate Similarity	0.7582	NPC73767
Intermediate Similarity	0.7576	NPC63751
Intermediate Similarity	0.7566	NPC84911
Intermediate Similarity	0.7566	NPC105127
Intermediate Similarity	0.756	NPC203754
Intermediate Similarity	0.756	NPC150048
Intermediate Similarity	0.7546	NPC470203
Intermediate Similarity	0.7544	NPC48938
Intermediate Similarity	0.7544	NPC163055
Intermediate Similarity	0.7535	NPC54102
Intermediate Similarity	0.7535	NPC162689
Intermediate Similarity	0.7532	NPC469779
Intermediate Similarity	0.7532	NPC469761
Intermediate Similarity	0.7532	NPC469780
Intermediate Similarity	0.7532	NPC469767
Intermediate Similarity	0.7532	NPC469783
Intermediate Similarity	0.7532	NPC469784
Intermediate Similarity	0.7532	NPC469768
Intermediate Similarity	0.7531	NPC135141
Intermediate Similarity	0.7531	NPC92796
Intermediate Similarity	0.7531	NPC477591
Intermediate Similarity	0.7531	NPC230869
Intermediate Similarity	0.7517	NPC290094
Intermediate Similarity	0.7515	NPC54988
Intermediate Similarity	0.7515	NPC160105
Intermediate Similarity	0.75	NPC194640
Intermediate Similarity	0.75	NPC40779
Intermediate Similarity	0.75	NPC29886
Intermediate Similarity	0.75	NPC261195
Intermediate Similarity	0.7485	NPC122141
Intermediate Similarity	0.7484	NPC469766
Intermediate Similarity	0.7468	NPC110126
Intermediate Similarity	0.7468	NPC104483
Intermediate Similarity	0.7466	NPC476322
Intermediate Similarity	0.7465	NPC297486
Intermediate Similarity	0.7465	NPC471402
Intermediate Similarity	0.7465	NPC240136
Intermediate Similarity	0.7436	NPC20144
Intermediate Similarity	0.7434	NPC198988
Intermediate Similarity	0.7431	NPC215519
Intermediate Similarity	0.7421	NPC288445
Intermediate Similarity	0.7419	NPC279081
Intermediate Similarity	0.74	NPC315320
Intermediate Similarity	0.7394	NPC317105
Intermediate Similarity	0.7394	NPC102423
Intermediate Similarity	0.7386	NPC325252
Intermediate Similarity	0.7379	NPC182570
Intermediate Similarity	0.7379	NPC48564
Intermediate Similarity	0.7379	NPC265605
Intermediate Similarity	0.7378	NPC25899
Intermediate Similarity	0.7368	NPC248462
Intermediate Similarity	0.7368	NPC12649
Intermediate Similarity	0.7368	NPC11126
Intermediate Similarity	0.7365	NPC201700
Intermediate Similarity	0.7365	NPC169625
Intermediate Similarity	0.7365	NPC202957
Intermediate Similarity	0.7355	NPC315348
Intermediate Similarity	0.7355	NPC32002
Intermediate Similarity	0.7355	NPC316811
Intermediate Similarity	0.7355	NPC88097
Intermediate Similarity	0.7349	NPC274229
Intermediate Similarity	0.7342	NPC470440
Intermediate Similarity	0.7342	NPC86288
Intermediate Similarity	0.7338	NPC471312
Intermediate Similarity	0.7338	NPC27802
Intermediate Similarity	0.7337	NPC314603
Intermediate Similarity	0.7333	NPC48192
Intermediate Similarity	0.733	NPC255909
Intermediate Similarity	0.7321	NPC314940
Intermediate Similarity	0.7321	NPC473764
Intermediate Similarity	0.7321	NPC194411
Intermediate Similarity	0.731	NPC59269
Intermediate Similarity	0.7308	NPC115611
Intermediate Similarity	0.7308	NPC230002
Intermediate Similarity	0.7301	NPC51054
Intermediate Similarity	0.7301	NPC476464
Intermediate Similarity	0.7299	NPC228835
Intermediate Similarity	0.7297	NPC245244
Intermediate Similarity	0.7297	NPC146373
Intermediate Similarity	0.7297	NPC166424
Intermediate Similarity	0.7296	NPC143872
Intermediate Similarity	0.7296	NPC288838
Intermediate Similarity	0.7278	NPC82331
Intermediate Similarity	0.7278	NPC470498
Intermediate Similarity	0.7273	NPC255229
Intermediate Similarity	0.7273	NPC81229
Intermediate Similarity	0.7267	NPC53947
Intermediate Similarity	0.7267	NPC89490
Intermediate Similarity	0.7262	NPC317430
Intermediate Similarity	0.7262	NPC78020
Intermediate Similarity	0.7257	NPC15102
Intermediate Similarity	0.7256	NPC469897
Intermediate Similarity	0.7247	NPC117244
Intermediate Similarity	0.7247	NPC473763
Intermediate Similarity	0.7237	NPC471322
Intermediate Similarity	0.7235	NPC313791
Intermediate Similarity	0.723	NPC27740
Intermediate Similarity	0.723	NPC122718
Intermediate Similarity	0.7222	NPC294693
Intermediate Similarity	0.7222	NPC470233
Intermediate Similarity	0.7219	NPC97343
Intermediate Similarity	0.7219	NPC475090
Intermediate Similarity	0.7219	NPC329896
Intermediate Similarity	0.7219	NPC475105
Intermediate Similarity	0.7219	NPC476131
Intermediate Similarity	0.7216	NPC94752
Intermediate Similarity	0.7212	NPC56765
Intermediate Similarity	0.7209	NPC157583
Intermediate Similarity	0.7209	NPC326575
Intermediate Similarity	0.7209	NPC68354
Intermediate Similarity	0.7207	NPC324149
Intermediate Similarity	0.7205	NPC37548
Intermediate Similarity	0.72	NPC284678
Intermediate Similarity	0.72	NPC278451
Intermediate Similarity	0.72	NPC212125
Intermediate Similarity	0.7198	NPC265576
Intermediate Similarity	0.7193	NPC110500
Intermediate Similarity	0.7193	NPC275305
Intermediate Similarity	0.7193	NPC37423
Intermediate Similarity	0.7193	NPC203468
Intermediate Similarity	0.7193	NPC149155
Intermediate Similarity	0.719	NPC322488
Intermediate Similarity	0.7188	NPC478186
Intermediate Similarity	0.7184	NPC191415
Intermediate Similarity	0.7178	NPC138842
Intermediate Similarity	0.7176	NPC252590
Intermediate Similarity	0.7175	NPC17059
Intermediate Similarity	0.7171	NPC69914
Intermediate Similarity	0.7168	NPC213468

Drug Structure

NPD1661 OpenBabel08211701082D 24 25 0 0 0 0 0 0 0 0999 V2000 2.5981 1.5000 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 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 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 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 6.0000 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 -0.8660 1.5000 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 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 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 -1.7321 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 6.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 7.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 3 7 1 0 0 0 0 4 11 2 0 0 0 0 5 13 2 0 0 0 0 6 14 1 0 0 0 0 7 16 1 0 0 0 0 8 11 1 0 0 0 0 8 12 2 0 0 0 0 9 12 1 0 0 0 0 9 17 2 0 0 0 0 10 15 1 0 0 0 0 10 21 1 0 0 0 0 11 13 1 0 0 0 0 12 18 1 0 0 0 0 13 17 1 0 0 0 0 14 18 2 3 0 0 0 14 19 1 0 0 0 0 15 16 2 3 0 0 0 15 20 1 0 0 0 0 19 22 1 0 0 0 0 20 23 1 0 0 0 0 21 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013192
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	303.10
ALogP	-0.3198
MLogP	2.45
XLogP	3.111
HDA	5
HBD	2
Rotatable Bonds	9
TPSA	116.87
RO5 Violation	0