NPASS drugs

Drug Information

Drug ID:	NPD2389
Drug Name:
Molecular Formula:	C17H16N2OS
Canonical SMILES:	OC1=Nc2sc3c(c2C(=NC1)c1ccccc1)CCCC3
Standard InCHI:	InChI=1S/C17H16N2OS/c20-14-10-18-16(11-6-2-1-3-7-11)15-12-8-4-5-9-13(12)21-17(15)19-14/h1-3,6-7H,4-5,8-10H2,(H,19,20)
Standard InCHIKey:	AIZFEOPQVZBNGH-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2389

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	205
0.1-0.2	2130
0.2-0.3	11021
0.3-0.4	12305
0.4-0.5	4288
0.5-0.6	892
0.6-0.7	49
0.7-0.8	0
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
Remote Similarity	0.6992	NPC317564
Remote Similarity	0.68	NPC321617
Remote Similarity	0.6763	NPC476950
Remote Similarity	0.6581	NPC203076
Remote Similarity	0.6525	NPC473031
Remote Similarity	0.6452	NPC311242
Remote Similarity	0.6417	NPC470877
Remote Similarity	0.6364	NPC209764
Remote Similarity	0.6364	NPC78041
Remote Similarity	0.6364	NPC78154
Remote Similarity	0.6364	NPC74936
Remote Similarity	0.6364	NPC159178
Remote Similarity	0.6364	NPC121872
Remote Similarity	0.6364	NPC471307
Remote Similarity	0.6364	NPC141139
Remote Similarity	0.6343	NPC187036
Remote Similarity	0.6341	NPC300455
Remote Similarity	0.6303	NPC148231
Remote Similarity	0.6277	NPC192209
Remote Similarity	0.6232	NPC264580
Remote Similarity	0.623	NPC172128
Remote Similarity	0.621	NPC471309
Remote Similarity	0.6204	NPC147957
Remote Similarity	0.6203	NPC161108
Remote Similarity	0.6181	NPC478079
Remote Similarity	0.6179	NPC226438
Remote Similarity	0.6178	NPC148592
Remote Similarity	0.616	NPC303045
Remote Similarity	0.616	NPC161972
Remote Similarity	0.6116	NPC471638
Remote Similarity	0.6111	NPC25565
Remote Similarity	0.6107	NPC211551
Remote Similarity	0.6103	NPC296163
Remote Similarity	0.6098	NPC166487
Remote Similarity	0.6098	NPC316108
Remote Similarity	0.6077	NPC178681
Remote Similarity	0.6069	NPC151779
Remote Similarity	0.6066	NPC12429
Remote Similarity	0.6063	NPC475439
Remote Similarity	0.6063	NPC473501
Remote Similarity	0.6063	NPC33168
Remote Similarity	0.6058	NPC470550
Remote Similarity	0.6058	NPC205652
Remote Similarity	0.6047	NPC469457
Remote Similarity	0.6043	NPC313449
Remote Similarity	0.6038	NPC216713
Remote Similarity	0.6013	NPC187951
Remote Similarity	0.6013	NPC37548
Remote Similarity	0.6	NPC248454
Remote Similarity	0.597	NPC302790
Remote Similarity	0.5968	NPC191444
Remote Similarity	0.5966	NPC14326
Remote Similarity	0.5965	NPC299134
Remote Similarity	0.5962	NPC242556
Remote Similarity	0.596	NPC325599
Remote Similarity	0.5952	NPC476483
Remote Similarity	0.595	NPC3210
Remote Similarity	0.5948	NPC243162
Remote Similarity	0.5935	NPC262393
Remote Similarity	0.5928	NPC24990
Remote Similarity	0.592	NPC245259
Remote Similarity	0.5917	NPC15839
Remote Similarity	0.5917	NPC119677
Remote Similarity	0.5909	NPC104483
Remote Similarity	0.5906	NPC108339
Remote Similarity	0.5903	NPC283130
Remote Similarity	0.5903	NPC328683
Remote Similarity	0.5899	NPC317031
Remote Similarity	0.5893	NPC476103
Remote Similarity	0.589	NPC273714
Remote Similarity	0.5887	NPC176858
Remote Similarity	0.5886	NPC49051
Remote Similarity	0.5882	NPC319579
Remote Similarity	0.5882	NPC307456
Remote Similarity	0.5877	NPC244738
Remote Similarity	0.5867	NPC130655
Remote Similarity	0.5867	NPC256893
Remote Similarity	0.5864	NPC470507
Remote Similarity	0.5864	NPC207726
Remote Similarity	0.5864	NPC38736
Remote Similarity	0.5862	NPC163055
Remote Similarity	0.5854	NPC474791
Remote Similarity	0.5852	NPC164802
Remote Similarity	0.5849	NPC471957
Remote Similarity	0.5838	NPC249662
Remote Similarity	0.5833	NPC202613
Remote Similarity	0.5833	NPC88121
Remote Similarity	0.5833	NPC471317
Remote Similarity	0.5833	NPC471310
Remote Similarity	0.5828	NPC184437
Remote Similarity	0.5828	NPC285469
Remote Similarity	0.5823	NPC314372
Remote Similarity	0.5821	NPC191215
Remote Similarity	0.5821	NPC274089
Remote Similarity	0.5816	NPC476566
Remote Similarity	0.5813	NPC124005
Remote Similarity	0.5811	NPC278451
Remote Similarity	0.5806	NPC468984
Remote Similarity	0.58	NPC22079
Remote Similarity	0.5796	NPC190296
Remote Similarity	0.5794	NPC470926
Remote Similarity	0.5789	NPC88267
Remote Similarity	0.5789	NPC224610
Remote Similarity	0.5789	NPC113326
Remote Similarity	0.5789	NPC469974
Remote Similarity	0.5789	NPC194390
Remote Similarity	0.5786	NPC288232
Remote Similarity	0.5786	NPC129042
Remote Similarity	0.5781	NPC58674
Remote Similarity	0.5776	NPC24678
Remote Similarity	0.5776	NPC105818
Remote Similarity	0.5775	NPC81561
Remote Similarity	0.5772	NPC473417
Remote Similarity	0.5772	NPC9856
Remote Similarity	0.5762	NPC475450
Remote Similarity	0.5758	NPC67056
Remote Similarity	0.5758	NPC291610
Remote Similarity	0.5758	NPC92796
Remote Similarity	0.5758	NPC135141
Remote Similarity	0.5755	NPC35850
Remote Similarity	0.5755	NPC276949
Remote Similarity	0.5747	NPC164228
Remote Similarity	0.5743	NPC476140
Remote Similarity	0.5743	NPC250361
Remote Similarity	0.5736	NPC471319
Remote Similarity	0.5736	NPC471320
Remote Similarity	0.5734	NPC162689
Remote Similarity	0.5734	NPC54102
Remote Similarity	0.5734	NPC91958
Remote Similarity	0.5732	NPC63157
Remote Similarity	0.5732	NPC473868
Remote Similarity	0.5725	NPC475013
Remote Similarity	0.5723	NPC476080
Remote Similarity	0.5723	NPC161242
Remote Similarity	0.5723	NPC159856
Remote Similarity	0.5723	NPC285731
Remote Similarity	0.5723	NPC475534
Remote Similarity	0.5714	NPC474926
Remote Similarity	0.5706	NPC469786
Remote Similarity	0.5706	NPC259644
Remote Similarity	0.5706	NPC469765
Remote Similarity	0.5706	NPC73952
Remote Similarity	0.5706	NPC25008
Remote Similarity	0.5706	NPC469763
Remote Similarity	0.5706	NPC469760
Remote Similarity	0.5706	NPC200214
Remote Similarity	0.5705	NPC471574
Remote Similarity	0.5704	NPC45033
Remote Similarity	0.5704	NPC148140
Remote Similarity	0.5704	NPC473498
Remote Similarity	0.5697	NPC129721
Remote Similarity	0.5695	NPC53044
Remote Similarity	0.5692	NPC472258
Remote Similarity	0.569	NPC475330
Remote Similarity	0.5689	NPC16667
Remote Similarity	0.5689	NPC476231
Remote Similarity	0.5679	NPC40070
Remote Similarity	0.5677	NPC251722
Remote Similarity	0.5677	NPC314102
Remote Similarity	0.5677	NPC150259
Remote Similarity	0.5676	NPC69277
Remote Similarity	0.5672	NPC275467
Remote Similarity	0.5671	NPC70922
Remote Similarity	0.5671	NPC75540
Remote Similarity	0.5671	NPC80597
Remote Similarity	0.5671	NPC212376
Remote Similarity	0.5671	NPC471458
Remote Similarity	0.5671	NPC211572
Remote Similarity	0.5669	NPC2949
Remote Similarity	0.5669	NPC59084
Remote Similarity	0.5667	NPC287895
Remote Similarity	0.5667	NPC300315
Remote Similarity	0.5667	NPC473762
Remote Similarity	0.5662	NPC37584
Remote Similarity	0.5659	NPC329430
Remote Similarity	0.5657	NPC25316
Remote Similarity	0.5657	NPC229160
Remote Similarity	0.5657	NPC174652
Remote Similarity	0.5657	NPC263485
Remote Similarity	0.5655	NPC472587
Remote Similarity	0.5655	NPC194640
Remote Similarity	0.5649	NPC198988
Remote Similarity	0.5647	NPC63751
Remote Similarity	0.5646	NPC290094
Remote Similarity	0.5644	NPC470823
Remote Similarity	0.5643	NPC314141
Remote Similarity	0.5643	NPC476048
Remote Similarity	0.5636	NPC184476
Remote Similarity	0.5636	NPC469785
Remote Similarity	0.5636	NPC141353
Remote Similarity	0.5634	NPC470544
Remote Similarity	0.5634	NPC82963
Remote Similarity	0.5629	NPC473587
Remote Similarity	0.5625	NPC470440
Remote Similarity	0.5625	NPC108800
Remote Similarity	0.5621	NPC470508
Remote Similarity	0.5621	NPC313352
Remote Similarity	0.5621	NPC473930
Remote Similarity	0.562	NPC96224
Remote Similarity	0.562	NPC24101

Drug Structure

NPD2389 OpenBabel08211702172D 22 25 0 0 0 0 0 0 0 0999 V2000 4.9555 -0.4137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0895 -0.9137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9555 0.5863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1060 -2.1160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1596 -2.4392 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2235 -0.4137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0895 1.0863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2992 -1.1349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4066 -1.7813 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6991 2.7637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2235 0.5863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5461 -0.4769 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5998 -0.8001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7103 2.6146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5312 0.5230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3574 1.0863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5756 0.8177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4322 2.0835 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.2103 1.7486 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.1470 3.4409 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 0.5808 4.3418 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 2 0 0 0 0 4 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 11 2 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 13 1 0 0 0 0 10 14 1 0 0 0 0 10 18 1 0 0 0 0 11 16 1 0 0 0 0 12 13 2 0 0 0 0 12 15 1 0 0 0 0 13 21 1 0 0 0 0 14 19 2 0 0 0 0 14 20 1 0 0 0 0 15 16 1 0 0 0 0 15 17 2 0 0 0 0 16 18 2 0 0 0 0 17 19 1 0 0 0 0 17 21 1 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002497
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	296.10
ALogP	-0.0564
MLogP	2.89
XLogP	4.335
HDA	3
HBD	1
Rotatable Bonds	2
TPSA	73.19
RO5 Violation	0