NPASS drugs

Drug Information

Drug ID:	NPD4680
Drug Name:	RSD-921
Molecular Formula:	C21H28N2OS
Canonical SMILES:	O=C(N([C@@H]1CCCC[C@H]1N1CCCC1)C)Cc1cccc2c1ccs2
Standard InCHI:	InChI=1S/C21H28N2OS/c1-22(18-8-2-3-9-19(18)23-12-4-5-13-23)21(24)15-16-7-6-10-20-17(16)11-14-25-20/h6-7,10-11,14,18-19H,2-5,8-9,12-13,15H2,1H3/t18-,19-/m1/s1
Standard InCHIKey:	SYHJZCCNQDFHJQ-RTBURBONSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4680

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	240
0.1-0.2	1910
0.2-0.3	9505
0.3-0.4	14826
0.4-0.5	3848
0.5-0.6	515
0.6-0.7	45
0.7-0.8	1
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	0.7	NPC473418
Remote Similarity	0.662	NPC302169
Remote Similarity	0.6614	NPC71140
Remote Similarity	0.6579	NPC89489
Remote Similarity	0.6538	NPC120203
Remote Similarity	0.6535	NPC473661
Remote Similarity	0.6443	NPC200589
Remote Similarity	0.6443	NPC300315
Remote Similarity	0.6383	NPC473573
Remote Similarity	0.6364	NPC220698
Remote Similarity	0.6358	NPC473962
Remote Similarity	0.6338	NPC285926
Remote Similarity	0.6338	NPC14672
Remote Similarity	0.6338	NPC315276
Remote Similarity	0.6324	NPC45033
Remote Similarity	0.6316	NPC11466
Remote Similarity	0.6312	NPC283783
Remote Similarity	0.6277	NPC55529
Remote Similarity	0.6276	NPC200964
Remote Similarity	0.6267	NPC473322
Remote Similarity	0.6266	NPC471680
Remote Similarity	0.6214	NPC181390
Remote Similarity	0.619	NPC148231
Remote Similarity	0.6188	NPC313850
Remote Similarity	0.6184	NPC255447
Remote Similarity	0.6181	NPC470545
Remote Similarity	0.6174	NPC79698
Remote Similarity	0.6158	NPC161143
Remote Similarity	0.6149	NPC105717
Remote Similarity	0.6139	NPC468984
Remote Similarity	0.6138	NPC470546
Remote Similarity	0.6131	NPC167336
Remote Similarity	0.6111	NPC470544
Remote Similarity	0.609	NPC472258
Remote Similarity	0.6084	NPC33742
Remote Similarity	0.608	NPC474088
Remote Similarity	0.6062	NPC322878
Remote Similarity	0.6061	NPC256452
Remote Similarity	0.6054	NPC27833
Remote Similarity	0.604	NPC474082
Remote Similarity	0.604	NPC175726
Remote Similarity	0.6015	NPC175376
Remote Similarity	0.6014	NPC35850
Remote Similarity	0.6014	NPC276949
Remote Similarity	0.6014	NPC71684
Remote Similarity	0.6	NPC286551
Remote Similarity	0.5988	NPC475920
Remote Similarity	0.5986	NPC475013
Remote Similarity	0.5974	NPC126458
Remote Similarity	0.5971	NPC473498
Remote Similarity	0.5948	NPC111428
Remote Similarity	0.5942	NPC469974
Remote Similarity	0.5935	NPC32858
Remote Similarity	0.5935	NPC194857
Remote Similarity	0.5933	NPC6975
Remote Similarity	0.5926	NPC262077
Remote Similarity	0.5914	NPC106235
Remote Similarity	0.5914	NPC239660
Remote Similarity	0.5912	NPC96016
Remote Similarity	0.5909	NPC326407
Remote Similarity	0.5909	NPC317725
Remote Similarity	0.5909	NPC318930
Remote Similarity	0.5909	NPC317362
Remote Similarity	0.5903	NPC476048
Remote Similarity	0.5897	NPC130655
Remote Similarity	0.5871	NPC130309
Remote Similarity	0.5862	NPC246904
Remote Similarity	0.5854	NPC189908
Remote Similarity	0.5839	NPC161069
Remote Similarity	0.5833	NPC470926
Remote Similarity	0.5833	NPC257390
Remote Similarity	0.5823	NPC293377
Remote Similarity	0.5823	NPC79465
Remote Similarity	0.5823	NPC90194
Remote Similarity	0.5823	NPC151706
Remote Similarity	0.5823	NPC474811
Remote Similarity	0.5823	NPC474787
Remote Similarity	0.5823	NPC475318
Remote Similarity	0.5823	NPC273907
Remote Similarity	0.5823	NPC49577
Remote Similarity	0.5823	NPC476102
Remote Similarity	0.5823	NPC118099
Remote Similarity	0.5823	NPC76785
Remote Similarity	0.5823	NPC9687
Remote Similarity	0.5823	NPC474855
Remote Similarity	0.5823	NPC260045
Remote Similarity	0.5823	NPC475598
Remote Similarity	0.5817	NPC136453
Remote Similarity	0.5809	NPC322598
Remote Similarity	0.5808	NPC66936
Remote Similarity	0.58	NPC202521
Remote Similarity	0.5794	NPC231986
Remote Similarity	0.5789	NPC222466
Remote Similarity	0.5779	NPC239990
Remote Similarity	0.5779	NPC89923
Remote Similarity	0.5779	NPC105114
Remote Similarity	0.5779	NPC152850
Remote Similarity	0.5779	NPC71933
Remote Similarity	0.5769	NPC53492
Remote Similarity	0.5769	NPC305602
Remote Similarity	0.5769	NPC17497
Remote Similarity	0.5767	NPC209509
Remote Similarity	0.5759	NPC248283
Remote Similarity	0.5752	NPC101719
Remote Similarity	0.5746	NPC474974
Remote Similarity	0.5743	NPC476440
Remote Similarity	0.5733	NPC476990
Remote Similarity	0.5722	NPC165538
Remote Similarity	0.5714	NPC202198
Remote Similarity	0.5706	NPC476978
Remote Similarity	0.5697	NPC16188
Remote Similarity	0.5697	NPC138775
Remote Similarity	0.5696	NPC287401
Remote Similarity	0.5687	NPC471123
Remote Similarity	0.5683	NPC24122
Remote Similarity	0.568	NPC473002
Remote Similarity	0.5676	NPC239357
Remote Similarity	0.567	NPC75498
Remote Similarity	0.5669	NPC157311
Remote Similarity	0.566	NPC316104
Remote Similarity	0.566	NPC162417
Remote Similarity	0.5658	NPC169485
Remote Similarity	0.5658	NPC291027
Remote Similarity	0.5658	NPC84281
Remote Similarity	0.5658	NPC213126
Remote Similarity	0.5658	NPC317474
Remote Similarity	0.5658	NPC252878
Remote Similarity	0.5652	NPC92784
Remote Similarity	0.5652	NPC476133
Remote Similarity	0.5652	NPC178662
Remote Similarity	0.5652	NPC470884
Remote Similarity	0.5652	NPC132636
Remote Similarity	0.5652	NPC98424
Remote Similarity	0.5647	NPC469903
Remote Similarity	0.5641	NPC257511
Remote Similarity	0.564	NPC222029
Remote Similarity	0.5633	NPC44805
Remote Similarity	0.5633	NPC8761
Remote Similarity	0.563	NPC300455
Remote Similarity	0.5629	NPC13470
Remote Similarity	0.5621	NPC46427
Remote Similarity	0.5615	NPC122427
Remote Similarity	0.5607	NPC276085
Remote Similarity	0.5605	NPC187231
Remote Similarity	0.5603	NPC275467

Drug Structure

NPD4680 OpenBabel08211705262D 25 28 0 0 1 0 0 0 0 0999 V2000 -5.0733 0.8309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8053 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6713 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3053 2.3697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3053 2.3697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9393 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6713 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6143 1.4187 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9963 1.4187 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3412 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9393 -0.6691 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.8053 -0.1691 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2072 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0733 -0.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.8053 0.8309 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.2072 -1.6691 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 1 22 1 0 0 0 0 2 3 1 0 0 0 0 2 8 1 0 0 0 0 3 9 1 0 0 0 0 4 5 1 0 0 0 0 4 12 1 0 0 0 0 5 13 1 0 0 0 0 6 7 2 0 0 0 0 6 10 1 0 0 0 0 7 16 1 0 0 0 0 8 18 1 0 0 0 0 10 20 2 0 0 0 0 11 14 2 0 0 0 0 11 17 1 0 0 0 0 12 23 1 0 0 0 0 13 23 1 0 0 0 0 14 25 1 0 0 0 0 15 16 1 0 0 0 0 15 21 1 0 0 0 0 16 17 2 0 0 0 0 17 20 1 0 0 0 0 18 19 1 0 0 0 0 18 22 1 6 0 0 0 19 9 1 1 0 0 0 19 23 1 0 0 0 0 20 25 1 0 0 0 0 21 22 1 0 0 0 0 21 24 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004287
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	356.19
ALogP	-1.6995
MLogP	3.33
XLogP	4.178
HDA	3
HBD	0
Rotatable Bonds	6
TPSA	51.79
RO5 Violation	0