NPASS drugs

Drug Information

Drug ID:	NPD4436
Drug Name:
Molecular Formula:	C21H22N3OS2
Canonical SMILES:	CCn1c(=Cc2cccc[n+]2CC)s/c(=c2/sc3c(n2C)cccc3)/c1=O
Standard InCHI:	InChI=1S/C21H22N3OS2/c1-4-23-13-9-8-10-15(23)14-18-24(5-2)20(25)19(27-18)21-22(3)16-11-6-7-12-17(16)26-21/h6-14H,4-5H2,1-3H3/q+1/b21-19+
Standard InCHIKey:	QLYHOWIZHHZGPV-XUTLUUPISA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4436

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	492
0.1-0.2	11320
0.2-0.3	13283
0.3-0.4	2590
0.4-0.5	1525
0.5-0.6	1285
0.6-0.7	386
0.7-0.8	9
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	0.7515	NPC91895
Intermediate Similarity	0.7317	NPC472260
Intermediate Similarity	0.7278	NPC478182
Intermediate Similarity	0.7255	NPC287895
Intermediate Similarity	0.7169	NPC200214
Intermediate Similarity	0.7107	NPC65408
Intermediate Similarity	0.7101	NPC293487
Intermediate Similarity	0.7076	NPC478184
Intermediate Similarity	0.7059	NPC273714
Remote Similarity	0.6994	NPC478183
Remote Similarity	0.6994	NPC320863
Remote Similarity	0.6993	NPC231655
Remote Similarity	0.6939	NPC473901
Remote Similarity	0.6919	NPC478185
Remote Similarity	0.691	NPC64436
Remote Similarity	0.6903	NPC151779
Remote Similarity	0.6903	NPC135488
Remote Similarity	0.6894	NPC150259
Remote Similarity	0.6893	NPC469529
Remote Similarity	0.6872	NPC248462
Remote Similarity	0.6871	NPC238499
Remote Similarity	0.6863	NPC56856
Remote Similarity	0.6845	NPC294693
Remote Similarity	0.6842	NPC129721
Remote Similarity	0.6839	NPC69277
Remote Similarity	0.6818	NPC32534
Remote Similarity	0.6807	NPC470440
Remote Similarity	0.6807	NPC285731
Remote Similarity	0.68	NPC114637
Remote Similarity	0.68	NPC56233
Remote Similarity	0.6797	NPC182570
Remote Similarity	0.6797	NPC48564
Remote Similarity	0.6797	NPC265605
Remote Similarity	0.679	NPC472288
Remote Similarity	0.679	NPC314102
Remote Similarity	0.679	NPC251722
Remote Similarity	0.6776	NPC11863
Remote Similarity	0.6746	NPC40070
Remote Similarity	0.674	NPC16659
Remote Similarity	0.6736	NPC143325
Remote Similarity	0.6727	NPC88121
Remote Similarity	0.6722	NPC248454
Remote Similarity	0.671	NPC46358
Remote Similarity	0.6707	NPC104483
Remote Similarity	0.6706	NPC470823
Remote Similarity	0.6706	NPC216713
Remote Similarity	0.6687	NPC256893
Remote Similarity	0.6685	NPC265710
Remote Similarity	0.6685	NPC12649
Remote Similarity	0.6667	NPC281094
Remote Similarity	0.6667	NPC476322
Remote Similarity	0.6667	NPC71236
Remote Similarity	0.6648	NPC164228
Remote Similarity	0.6647	NPC53947
Remote Similarity	0.6645	NPC297486
Remote Similarity	0.6645	NPC240136
Remote Similarity	0.6645	NPC471402
Remote Similarity	0.663	NPC473380
Remote Similarity	0.663	NPC240088
Remote Similarity	0.6627	NPC470111
Remote Similarity	0.6627	NPC471957
Remote Similarity	0.6609	NPC135141
Remote Similarity	0.6609	NPC92796
Remote Similarity	0.6608	NPC470233
Remote Similarity	0.6607	NPC314372
Remote Similarity	0.6606	NPC315348
Remote Similarity	0.6606	NPC316811
Remote Similarity	0.6606	NPC32002
Remote Similarity	0.6606	NPC73767
Remote Similarity	0.6604	NPC313823
Remote Similarity	0.6587	NPC190296
Remote Similarity	0.6576	NPC163055
Remote Similarity	0.6573	NPC83987
Remote Similarity	0.6568	NPC288838
Remote Similarity	0.6568	NPC478186
Remote Similarity	0.6566	NPC469784
Remote Similarity	0.6566	NPC469761
Remote Similarity	0.6566	NPC469780
Remote Similarity	0.6566	NPC469767
Remote Similarity	0.6566	NPC469783
Remote Similarity	0.6566	NPC469779
Remote Similarity	0.6566	NPC469768
Remote Similarity	0.6557	NPC24864
Remote Similarity	0.6556	NPC161861
Remote Similarity	0.655	NPC24678
Remote Similarity	0.655	NPC105818
Remote Similarity	0.6541	NPC471313
Remote Similarity	0.6541	NPC471311
Remote Similarity	0.6534	NPC194881
Remote Similarity	0.6527	NPC277157
Remote Similarity	0.6527	NPC469766
Remote Similarity	0.6524	NPC17059
Remote Similarity	0.6524	NPC328029
Remote Similarity	0.651	NPC27802
Remote Similarity	0.6508	NPC476460
Remote Similarity	0.6506	NPC110126
Remote Similarity	0.6505	NPC253987
Remote Similarity	0.6505	NPC308931
Remote Similarity	0.6505	NPC99939
Remote Similarity	0.6503	NPC11126
Remote Similarity	0.6497	NPC290094
Remote Similarity	0.6494	NPC51054
Remote Similarity	0.6494	NPC91958
Remote Similarity	0.6489	NPC213629
Remote Similarity	0.6488	NPC20144
Remote Similarity	0.6485	NPC84911
Remote Similarity	0.6478	NPC476140
Remote Similarity	0.6474	NPC469760
Remote Similarity	0.6474	NPC469765
Remote Similarity	0.6474	NPC73952
Remote Similarity	0.6474	NPC161108
Remote Similarity	0.6474	NPC259644
Remote Similarity	0.6474	NPC469763
Remote Similarity	0.6474	NPC25008
Remote Similarity	0.6474	NPC469786
Remote Similarity	0.6468	NPC31385
Remote Similarity	0.6468	NPC75726
Remote Similarity	0.6468	NPC110602
Remote Similarity	0.6467	NPC73994
Remote Similarity	0.6467	NPC40530
Remote Similarity	0.6467	NPC314281
Remote Similarity	0.646	NPC476131
Remote Similarity	0.6456	NPC27740
Remote Similarity	0.6453	NPC148592
Remote Similarity	0.6452	NPC228835
Remote Similarity	0.6448	NPC284775
Remote Similarity	0.6446	NPC104049
Remote Similarity	0.6444	NPC116961
Remote Similarity	0.6442	NPC19170
Remote Similarity	0.6437	NPC75540
Remote Similarity	0.6437	NPC212376
Remote Similarity	0.6437	NPC211572
Remote Similarity	0.6437	NPC80597
Remote Similarity	0.6437	NPC70922
Remote Similarity	0.6433	NPC201380
Remote Similarity	0.6433	NPC179787
Remote Similarity	0.6429	NPC182507
Remote Similarity	0.6429	NPC469938
Remote Similarity	0.6424	NPC261195
Remote Similarity	0.6424	NPC29886
Remote Similarity	0.6424	NPC96102
Remote Similarity	0.6421	NPC117244
Remote Similarity	0.6421	NPC473763
Remote Similarity	0.642	NPC56765
Remote Similarity	0.642	NPC69914
Remote Similarity	0.642	NPC282398
Remote Similarity	0.6419	NPC76540
Remote Similarity	0.6412	NPC467188
Remote Similarity	0.6412	NPC159856
Remote Similarity	0.6404	NPC265100
Remote Similarity	0.6402	NPC255909
Remote Similarity	0.6398	NPC89490
Remote Similarity	0.6398	NPC270834
Remote Similarity	0.6396	NPC317701
Remote Similarity	0.6395	NPC321911
Remote Similarity	0.6387	NPC143603
Remote Similarity	0.6386	NPC105127
Remote Similarity	0.6383	NPC94752
Remote Similarity	0.638	NPC82295
Remote Similarity	0.6375	NPC169625
Remote Similarity	0.6375	NPC202957
Remote Similarity	0.6374	NPC63545
Remote Similarity	0.6364	NPC291517
Remote Similarity	0.6364	NPC216643
Remote Similarity	0.6364	NPC314930
Remote Similarity	0.6364	NPC214827
Remote Similarity	0.6364	NPC476566
Remote Similarity	0.6364	NPC477003
Remote Similarity	0.6359	NPC83774
Remote Similarity	0.6358	NPC475090
Remote Similarity	0.6358	NPC329896
Remote Similarity	0.6358	NPC475105
Remote Similarity	0.6358	NPC473878
Remote Similarity	0.6354	NPC65080
Remote Similarity	0.6351	NPC297862
Remote Similarity	0.6348	NPC242116
Remote Similarity	0.6343	NPC477815
Remote Similarity	0.634	NPC272483
Remote Similarity	0.6337	NPC477974
Remote Similarity	0.6337	NPC469811
Remote Similarity	0.6333	NPC475920
Remote Similarity	0.6329	NPC329825
Remote Similarity	0.6328	NPC80681
Remote Similarity	0.6328	NPC477591
Remote Similarity	0.6322	NPC217021
Remote Similarity	0.6322	NPC70406
Remote Similarity	0.6322	NPC470679
Remote Similarity	0.6319	NPC213774
Remote Similarity	0.6316	NPC103119
Remote Similarity	0.6313	NPC90723
Remote Similarity	0.6313	NPC317105
Remote Similarity	0.631	NPC470205
Remote Similarity	0.6307	NPC469785
Remote Similarity	0.6304	NPC280852
Remote Similarity	0.6302	NPC471386
Remote Similarity	0.6293	NPC470732
Remote Similarity	0.6293	NPC470731
Remote Similarity	0.6292	NPC473706
Remote Similarity	0.629	NPC61011
Remote Similarity	0.6286	NPC325903

Drug Structure

NPD4436 OpenBabel08211705262D 27 30 0 0 0 0 0 0 0 0999 V2000 -6.3627 -3.6602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8311 1.2733 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5537 -3.0724 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9356 0.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8673 -0.0888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6763 -0.6766 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9537 -0.4955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5718 -1.6711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9356 -1.8968 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8492 -1.4901 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1266 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1756 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.6180 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.6582 -2.0779 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 -3.1266 -0.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8666 0.9511 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 -2.1756 -1.6180 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 22 1 0 0 0 0 4 23 1 0 0 0 0 5 24 1 0 0 0 0 6 7 2 0 0 0 0 6 11 1 0 0 0 0 7 12 1 0 0 0 0 8 9 2 0 0 0 0 8 10 1 0 0 0 0 9 13 1 0 0 0 0 10 15 2 0 0 0 0 11 16 2 0 0 0 0 12 17 2 0 0 0 0 13 23 2 0 0 0 0 14 15 1 0 0 0 0 14 18 2 3 0 0 0 15 23 1 0 0 0 0 16 17 1 0 0 0 0 16 22 1 0 0 0 0 17 26 1 0 0 0 0 18 24 1 0 0 0 0 18 27 1 0 0 0 0 19 20 1 0 0 0 0 19 21 2 0 0 0 0 19 27 1 0 0 0 0 20 24 1 0 0 0 0 20 25 2 0 0 0 0 21 22 1 0 0 0 0 21 26 1 0 0 0 0 M CHG 1 23 1 M END $$$$

External Identifiers

TTD	DIB001582
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	396.12
ALogP	0.4308
MLogP	3.11
XLogP	5.664
HDA	3
HBD	0
Rotatable Bonds	6
TPSA	78.03
RO5 Violation	1