NPASS drugs

Drug Information

Drug ID:	NPD4509
Drug Name:	ICI-170809
Molecular Formula:	C21H24N2S
Canonical SMILES:	CN(C(CSc1nc2ccccc2cc1c1ccccc1)(C)C)C
Standard InCHI:	InChI=1S/C21H24N2S/c1-21(2,23(3)4)15-24-20-18(16-10-6-5-7-11-16)14-17-12-8-9-13-19(17)22-20/h5-14H,15H2,1-4H3
Standard InCHIKey:	ARPRLCXPAGXBRL-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4509

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	686
0.1-0.2	7606
0.2-0.3	13855
0.3-0.4	4976
0.4-0.5	1876
0.5-0.6	1308
0.6-0.7	468
0.7-0.8	106
0.8-0.85	9
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	NPC476140
Intermediate Similarity	0.8222	NPC54102
Intermediate Similarity	0.8222	NPC162689
Intermediate Similarity	0.8207	NPC251722
Intermediate Similarity	0.8207	NPC314102
Intermediate Similarity	0.8148	NPC81561
Intermediate Similarity	0.8129	NPC122718
Intermediate Similarity	0.8092	NPC148592
Intermediate Similarity	0.8074	NPC148140
Intermediate Similarity	0.7871	NPC161108
Intermediate Similarity	0.7842	NPC215519
Intermediate Similarity	0.7733	NPC104483
Intermediate Similarity	0.7703	NPC198988
Intermediate Similarity	0.7697	NPC20144
Intermediate Similarity	0.7682	NPC2949
Intermediate Similarity	0.7682	NPC59084
Intermediate Similarity	0.7632	NPC473868
Intermediate Similarity	0.7632	NPC63157
Intermediate Similarity	0.7619	NPC475450
Intermediate Similarity	0.7616	NPC88097
Intermediate Similarity	0.758	NPC470823
Intermediate Similarity	0.7552	NPC46358
Intermediate Similarity	0.755	NPC169433
Intermediate Similarity	0.7533	NPC325252
Intermediate Similarity	0.7517	NPC250361
Intermediate Similarity	0.7516	NPC40070
Intermediate Similarity	0.7516	NPC33421
Intermediate Similarity	0.75	NPC21605
Intermediate Similarity	0.7483	NPC150259
Intermediate Similarity	0.7483	NPC473587
Intermediate Similarity	0.7468	NPC216713
Intermediate Similarity	0.7468	NPC320863
Intermediate Similarity	0.7455	NPC91895
Intermediate Similarity	0.7453	NPC474791
Intermediate Similarity	0.745	NPC473930
Intermediate Similarity	0.7432	NPC22079
Intermediate Similarity	0.7432	NPC475428
Intermediate Similarity	0.7415	NPC473762
Intermediate Similarity	0.7403	NPC88121
Intermediate Similarity	0.7383	NPC179365
Intermediate Similarity	0.7375	NPC476219
Intermediate Similarity	0.7372	NPC285731
Intermediate Similarity	0.7353	NPC164228
Intermediate Similarity	0.7346	NPC221786
Intermediate Similarity	0.7346	NPC474880
Intermediate Similarity	0.7346	NPC475990
Intermediate Similarity	0.7338	NPC115611
Intermediate Similarity	0.7312	NPC200214
Intermediate Similarity	0.7301	NPC229173
Intermediate Similarity	0.7278	NPC471957
Intermediate Similarity	0.7278	NPC470111
Intermediate Similarity	0.7273	NPC73767
Intermediate Similarity	0.7267	NPC476297
Intermediate Similarity	0.7261	NPC470440
Intermediate Similarity	0.725	NPC470233
Intermediate Similarity	0.7241	NPC41174
Intermediate Similarity	0.7239	NPC6436
Intermediate Similarity	0.7239	NPC56765
Intermediate Similarity	0.7226	NPC469779
Intermediate Similarity	0.7226	NPC469784
Intermediate Similarity	0.7226	NPC284635
Intermediate Similarity	0.7226	NPC469780
Intermediate Similarity	0.7226	NPC469767
Intermediate Similarity	0.7226	NPC469761
Intermediate Similarity	0.7226	NPC469768
Intermediate Similarity	0.7226	NPC469783
Intermediate Similarity	0.7215	NPC478186
Intermediate Similarity	0.7205	NPC325903
Intermediate Similarity	0.7203	NPC91958
Intermediate Similarity	0.719	NPC218268
Intermediate Similarity	0.7188	NPC53947
Intermediate Similarity	0.7183	NPC476566
Intermediate Similarity	0.7179	NPC469766
Intermediate Similarity	0.717	NPC201380
Intermediate Similarity	0.717	NPC179787
Intermediate Similarity	0.7169	NPC195507
Intermediate Similarity	0.7169	NPC2165
Intermediate Similarity	0.7161	NPC32002
Intermediate Similarity	0.7161	NPC312092
Intermediate Similarity	0.7161	NPC110126
Intermediate Similarity	0.7161	NPC316811
Intermediate Similarity	0.7161	NPC315348
Intermediate Similarity	0.7152	NPC469525
Intermediate Similarity	0.7152	NPC204141
Intermediate Similarity	0.7143	NPC84911
Intermediate Similarity	0.7125	NPC321911
Intermediate Similarity	0.7117	NPC51054
Intermediate Similarity	0.7115	NPC238499
Intermediate Similarity	0.7108	NPC478182
Intermediate Similarity	0.7107	NPC288838
Intermediate Similarity	0.7107	NPC63545
Intermediate Similarity	0.7095	NPC273714
Intermediate Similarity	0.7091	NPC44773
Intermediate Similarity	0.7091	NPC81229
Intermediate Similarity	0.7091	NPC215584
Intermediate Similarity	0.7091	NPC255229
Intermediate Similarity	0.7078	NPC29886
Intermediate Similarity	0.7078	NPC96102
Intermediate Similarity	0.7078	NPC261195
Intermediate Similarity	0.7063	NPC469811
Intermediate Similarity	0.7063	NPC192209
Intermediate Similarity	0.7063	NPC477134
Intermediate Similarity	0.7048	NPC194881
Intermediate Similarity	0.7044	NPC86288
Intermediate Similarity	0.7042	NPC143156
Intermediate Similarity	0.7041	NPC474897
Intermediate Similarity	0.7035	NPC248454
Intermediate Similarity	0.7032	NPC105127
Intermediate Similarity	0.703	NPC318065
Intermediate Similarity	0.703	NPC206819
Intermediate Similarity	0.7014	NPC240136
Intermediate Similarity	0.7014	NPC471402
Intermediate Similarity	0.7014	NPC297486
Intermediate Similarity	0.7006	NPC271797
Intermediate Similarity	0.7006	NPC21174
Remote Similarity	0.6994	NPC200743
Remote Similarity	0.6981	NPC242556
Remote Similarity	0.6974	NPC282398
Remote Similarity	0.6974	NPC69914
Remote Similarity	0.697	NPC216643
Remote Similarity	0.697	NPC286427
Remote Similarity	0.697	NPC129721
Remote Similarity	0.6966	NPC143603
Remote Similarity	0.6966	NPC255909
Remote Similarity	0.6937	NPC314372
Remote Similarity	0.6928	NPC477591
Remote Similarity	0.6928	NPC293487
Remote Similarity	0.6928	NPC41257
Remote Similarity	0.6923	NPC125746
Remote Similarity	0.6918	NPC190296
Remote Similarity	0.6914	NPC37548
Remote Similarity	0.6914	NPC2272
Remote Similarity	0.6913	NPC476322
Remote Similarity	0.6909	NPC476464
Remote Similarity	0.6908	NPC476131
Remote Similarity	0.6906	NPC302790
Remote Similarity	0.6905	NPC90723
Remote Similarity	0.6905	NPC317105
Remote Similarity	0.6901	NPC296163
Remote Similarity	0.6901	NPC187036
Remote Similarity	0.6899	NPC279081
Remote Similarity	0.689	NPC281094
Remote Similarity	0.6879	NPC280852
Remote Similarity	0.6878	NPC66699
Remote Similarity	0.6875	NPC163055
Remote Similarity	0.6872	NPC103119
Remote Similarity	0.6871	NPC105818
Remote Similarity	0.6871	NPC24678
Remote Similarity	0.6867	NPC236711
Remote Similarity	0.6867	NPC316910
Remote Similarity	0.6855	NPC277157
Remote Similarity	0.6846	NPC290094
Remote Similarity	0.6845	NPC470203
Remote Similarity	0.6842	NPC287895
Remote Similarity	0.6828	NPC313449
Remote Similarity	0.6826	NPC135141
Remote Similarity	0.6826	NPC92796
Remote Similarity	0.6825	NPC175916
Remote Similarity	0.6824	NPC182570
Remote Similarity	0.6824	NPC48564
Remote Similarity	0.6824	NPC265605
Remote Similarity	0.6824	NPC478183
Remote Similarity	0.6821	NPC189812
Remote Similarity	0.6821	NPC329688
Remote Similarity	0.6818	NPC256893
Remote Similarity	0.6818	NPC82295
Remote Similarity	0.6815	NPC213774
Remote Similarity	0.681	NPC187951
Remote Similarity	0.681	NPC124005
Remote Similarity	0.6805	NPC478184
Remote Similarity	0.6802	NPC201634
Remote Similarity	0.6792	NPC230002
Remote Similarity	0.679	NPC143872
Remote Similarity	0.6788	NPC73952
Remote Similarity	0.6788	NPC469763
Remote Similarity	0.6788	NPC469765
Remote Similarity	0.6788	NPC259644
Remote Similarity	0.6788	NPC469786
Remote Similarity	0.6788	NPC138842
Remote Similarity	0.6788	NPC469760
Remote Similarity	0.6788	NPC25008
Remote Similarity	0.6786	NPC122141
Remote Similarity	0.6786	NPC470204
Remote Similarity	0.6784	NPC317430
Remote Similarity	0.6779	NPC329825
Remote Similarity	0.6776	NPC278451
Remote Similarity	0.6771	NPC124636
Remote Similarity	0.6766	NPC26850
Remote Similarity	0.6763	NPC161861
Remote Similarity	0.6763	NPC472123
Remote Similarity	0.6761	NPC222592
Remote Similarity	0.6761	NPC168486
Remote Similarity	0.6747	NPC211572
Remote Similarity	0.6747	NPC80597
Remote Similarity	0.6747	NPC212376
Remote Similarity	0.6747	NPC70922
Remote Similarity	0.6747	NPC75540
Remote Similarity	0.6747	NPC38736
Remote Similarity	0.6747	NPC470507
Remote Similarity	0.6746	NPC225018

Drug Structure

NPD4509 OpenBabel08211705262D 24 26 0 0 0 0 0 0 0 0999 V2000 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0981 2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.2321 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 2.5981 -3.5000 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 -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 1.7321 -3.0000 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 -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 0.0000 -2.0000 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 1.7321 -2.0000 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 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 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 2.3660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 21 1 0 0 0 0 3 23 1 0 0 0 0 4 23 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 8 9 2 0 0 0 0 8 12 1 0 0 0 0 9 13 1 0 0 0 0 10 16 2 0 0 0 0 11 16 1 0 0 0 0 12 17 2 0 0 0 0 13 19 2 0 0 0 0 14 17 1 0 0 0 0 14 18 2 0 0 0 0 15 21 1 0 0 0 0 15 24 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 19 22 1 0 0 0 0 20 22 2 0 0 0 0 20 24 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009413
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	336.17
ALogP	1.4141
MLogP	3.44
XLogP	7.464
HDA	2
HBD	0
Rotatable Bonds	9
TPSA	41.43
RO5 Violation	1