NPASS drugs

Drug Information

Drug ID:	NPD5213
Drug Name:
Molecular Formula:	C22H29ClN2O4S
Canonical SMILES:	OC(=O)CCC(CCCc1cccnc1)CCCCNS(=O)(=O)c1ccc(cc1)Cl
Standard InCHI:	InChI=1S/C22H29ClN2O4S/c23-20-10-12-21(13-11-20)30(28,29)25-16-2-1-5-18(9-14-22(26)27)6-3-7-19-8-4-15-24-17-19/h4,8,10-13,15,17-18,25H,1-3,5-7,9,14,16H2,(H,26,27)
Standard InCHIKey:	ISMHAZMNDUAHLK-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5213

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	203
0.1-0.2	1682
0.2-0.3	10170
0.3-0.4	14188
0.4-0.5	2406
0.5-0.6	1711
0.6-0.7	513
0.7-0.8	17
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	0.7636	NPC471312
Intermediate Similarity	0.7258	NPC213468
Intermediate Similarity	0.7186	NPC322488
Intermediate Similarity	0.7158	NPC78020
Intermediate Similarity	0.7151	NPC469897
Intermediate Similarity	0.7143	NPC272483
Intermediate Similarity	0.7135	NPC32002
Intermediate Similarity	0.7135	NPC315348
Intermediate Similarity	0.7097	NPC149155
Intermediate Similarity	0.7097	NPC203468
Intermediate Similarity	0.7097	NPC110500
Intermediate Similarity	0.7091	NPC471313
Intermediate Similarity	0.7091	NPC471311
Intermediate Similarity	0.7074	NPC283219
Intermediate Similarity	0.7059	NPC267885
Intermediate Similarity	0.7043	NPC477976
Intermediate Similarity	0.7031	NPC235684
Remote Similarity	0.6984	NPC248041
Remote Similarity	0.6984	NPC126709
Remote Similarity	0.6959	NPC321708
Remote Similarity	0.6954	NPC476454
Remote Similarity	0.6943	NPC62749
Remote Similarity	0.6931	NPC111275
Remote Similarity	0.6915	NPC469938
Remote Similarity	0.6905	NPC329896
Remote Similarity	0.6905	NPC475090
Remote Similarity	0.6905	NPC475105
Remote Similarity	0.6895	NPC55772
Remote Similarity	0.6865	NPC477975
Remote Similarity	0.6845	NPC89490
Remote Similarity	0.6845	NPC116961
Remote Similarity	0.6842	NPC14113
Remote Similarity	0.6842	NPC84827
Remote Similarity	0.6842	NPC145885
Remote Similarity	0.6824	NPC324611
Remote Similarity	0.6813	NPC476464
Remote Similarity	0.6806	NPC248462
Remote Similarity	0.6796	NPC469765
Remote Similarity	0.6796	NPC469786
Remote Similarity	0.6796	NPC259644
Remote Similarity	0.6796	NPC25008
Remote Similarity	0.6796	NPC469760
Remote Similarity	0.6796	NPC73952
Remote Similarity	0.6796	NPC469763
Remote Similarity	0.6776	NPC469762
Remote Similarity	0.6758	NPC212376
Remote Similarity	0.6758	NPC75540
Remote Similarity	0.6758	NPC211572
Remote Similarity	0.6758	NPC70922
Remote Similarity	0.6758	NPC80597
Remote Similarity	0.6753	NPC228835
Remote Similarity	0.6738	NPC160105
Remote Similarity	0.6738	NPC41717
Remote Similarity	0.6738	NPC474561
Remote Similarity	0.6738	NPC49954
Remote Similarity	0.6736	NPC71037
Remote Similarity	0.6721	NPC469785
Remote Similarity	0.6684	NPC94752
Remote Similarity	0.6684	NPC315555
Remote Similarity	0.6684	NPC471997
Remote Similarity	0.6667	NPC477974
Remote Similarity	0.6667	NPC15573
Remote Similarity	0.6667	NPC146373
Remote Similarity	0.6667	NPC183662
Remote Similarity	0.6667	NPC245244
Remote Similarity	0.6667	NPC166424
Remote Similarity	0.6667	NPC217372
Remote Similarity	0.6667	NPC248454
Remote Similarity	0.6667	NPC207851
Remote Similarity	0.6667	NPC29702
Remote Similarity	0.6647	NPC290094
Remote Similarity	0.6646	NPC91958
Remote Similarity	0.6634	NPC476874
Remote Similarity	0.6633	NPC473763
Remote Similarity	0.6633	NPC117244
Remote Similarity	0.6633	NPC280290
Remote Similarity	0.6632	NPC219336
Remote Similarity	0.6631	NPC311276
Remote Similarity	0.6629	NPC65408
Remote Similarity	0.6628	NPC471322
Remote Similarity	0.6628	NPC256893
Remote Similarity	0.6617	NPC195239
Remote Similarity	0.6617	NPC157828
Remote Similarity	0.6614	NPC63751
Remote Similarity	0.6613	NPC279918
Remote Similarity	0.6597	NPC314603
Remote Similarity	0.6595	NPC129721
Remote Similarity	0.6585	NPC297486
Remote Similarity	0.6585	NPC471402
Remote Similarity	0.6585	NPC240136
Remote Similarity	0.6584	NPC11445
Remote Similarity	0.658	NPC64436
Remote Similarity	0.6578	NPC282231
Remote Similarity	0.657	NPC315320
Remote Similarity	0.657	NPC473376
Remote Similarity	0.6566	NPC17059
Remote Similarity	0.6566	NPC278434
Remote Similarity	0.6556	NPC314372
Remote Similarity	0.6552	NPC262898
Remote Similarity	0.6546	NPC11126
Remote Similarity	0.6535	NPC202812
Remote Similarity	0.6533	NPC213629
Remote Similarity	0.6533	NPC175474
Remote Similarity	0.6532	NPC101165
Remote Similarity	0.6531	NPC163055
Remote Similarity	0.6529	NPC202957
Remote Similarity	0.6529	NPC169625
Remote Similarity	0.6526	NPC201700
Remote Similarity	0.6509	NPC27740
Remote Similarity	0.6509	NPC476322
Remote Similarity	0.6508	NPC471178
Remote Similarity	0.6502	NPC179701
Remote Similarity	0.65	NPC83111
Remote Similarity	0.6489	NPC124542
Remote Similarity	0.6489	NPC59779
Remote Similarity	0.6489	NPC471177
Remote Similarity	0.6488	NPC160127
Remote Similarity	0.6488	NPC50997
Remote Similarity	0.6488	NPC293917
Remote Similarity	0.6486	NPC229055
Remote Similarity	0.6482	NPC472323
Remote Similarity	0.6474	NPC282398
Remote Similarity	0.6474	NPC54988
Remote Similarity	0.6471	NPC227582
Remote Similarity	0.6462	NPC164340
Remote Similarity	0.6455	NPC474217
Remote Similarity	0.6455	NPC476446
Remote Similarity	0.6455	NPC469813
Remote Similarity	0.6455	NPC40779
Remote Similarity	0.6455	NPC78375
Remote Similarity	0.6455	NPC194640
Remote Similarity	0.6453	NPC294693
Remote Similarity	0.6449	NPC313640
Remote Similarity	0.6446	NPC143603
Remote Similarity	0.6445	NPC478158
Remote Similarity	0.6444	NPC190296
Remote Similarity	0.6444	NPC477977
Remote Similarity	0.6441	NPC114310
Remote Similarity	0.6439	NPC474916
Remote Similarity	0.6436	NPC131718
Remote Similarity	0.6435	NPC281049
Remote Similarity	0.6432	NPC110602
Remote Similarity	0.6432	NPC75726
Remote Similarity	0.6432	NPC31385
Remote Similarity	0.6429	NPC469896
Remote Similarity	0.6429	NPC323927
Remote Similarity	0.6425	NPC300183
Remote Similarity	0.6413	NPC105818
Remote Similarity	0.6413	NPC24678
Remote Similarity	0.641	NPC59269
Remote Similarity	0.6409	NPC471323
Remote Similarity	0.6404	NPC103230
Remote Similarity	0.6402	NPC71079
Remote Similarity	0.6395	NPC306397
Remote Similarity	0.6393	NPC471957
Remote Similarity	0.6391	NPC329825
Remote Similarity	0.639	NPC156704
Remote Similarity	0.6384	NPC328029
Remote Similarity	0.6383	NPC230869
Remote Similarity	0.6379	NPC69914
Remote Similarity	0.6378	NPC216713
Remote Similarity	0.6377	NPC315491
Remote Similarity	0.6377	NPC45459
Remote Similarity	0.6377	NPC252338
Remote Similarity	0.6374	NPC167400
Remote Similarity	0.6374	NPC159856
Remote Similarity	0.6373	NPC146724
Remote Similarity	0.6368	NPC255909
Remote Similarity	0.6368	NPC473057
Remote Similarity	0.6368	NPC103119
Remote Similarity	0.6364	NPC322043
Remote Similarity	0.6364	NPC469358
Remote Similarity	0.6364	NPC327373
Remote Similarity	0.6364	NPC98715
Remote Similarity	0.6364	NPC325093
Remote Similarity	0.6359	NPC67288
Remote Similarity	0.6359	NPC171317
Remote Similarity	0.6359	NPC248782
Remote Similarity	0.6359	NPC131887
Remote Similarity	0.6355	NPC75634
Remote Similarity	0.6355	NPC207020
Remote Similarity	0.6355	NPC47190
Remote Similarity	0.6351	NPC46225
Remote Similarity	0.6351	NPC225821
Remote Similarity	0.6351	NPC54420
Remote Similarity	0.6346	NPC98864
Remote Similarity	0.6345	NPC15840
Remote Similarity	0.6339	NPC267853
Remote Similarity	0.6337	NPC154339
Remote Similarity	0.6332	NPC46895
Remote Similarity	0.633	NPC213914
Remote Similarity	0.6327	NPC151939
Remote Similarity	0.6327	NPC157583
Remote Similarity	0.6326	NPC54744
Remote Similarity	0.6326	NPC229348
Remote Similarity	0.6324	NPC267343
Remote Similarity	0.6324	NPC45850
Remote Similarity	0.6322	NPC476131
Remote Similarity	0.6321	NPC258062
Remote Similarity	0.6321	NPC127677

Drug Structure

NPD5213 OpenBabel08211706322D 32 33 0 0 1 0 0 0 0 0999 V2000 -3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 2.5981 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -7.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -7.5000 4.3301 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 3.4641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 5.1962 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 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 -1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0000 5.1962 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 5 1 0 0 0 0 2 16 1 0 0 0 0 3 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 4 15 1 0 0 0 0 5 18 1 0 0 0 0 6 18 1 0 0 0 0 7 19 1 0 0 0 0 8 19 1 0 0 0 0 9 14 1 0 0 0 0 9 18 1 0 0 0 0 10 12 1 0 0 0 0 10 20 2 0 0 0 0 11 13 2 0 0 0 0 11 20 1 0 0 0 0 12 21 2 0 0 0 0 13 21 1 0 0 0 0 14 22 1 0 0 0 0 15 24 2 0 0 0 0 16 25 1 0 0 0 0 17 19 2 0 0 0 0 17 24 1 0 0 0 0 20 23 1 0 0 0 0 21 30 1 0 0 0 0 22 26 2 0 0 0 0 22 27 1 0 0 0 0 25 30 1 0 0 0 0 25 31 1 0 0 0 0 27 32 1 0 0 0 0 28 30 2 0 0 0 0 29 30 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003758
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	131717
ChEBI
CAS Number

Drug Properties

Molecular Weight	452.15
ALogP	-0.7265
MLogP	3
XLogP	5.367
HDA	6
HBD	2
Rotatable Bonds	16
TPSA	104.74
RO5 Violation	2