NPASS drugs

Drug Information

Drug ID:	NPD5358
Drug Name:
Molecular Formula:	C22H36N4O4
Canonical SMILES:	CC[C@@H]([C@@H](C(=Nc1ccccn1)O)N=C([C@@H]([C@@H](N(C=O)O)C(C)C)CC(C)C)O)C
Standard InCHI:	InChI=1S/C22H36N4O4/c1-7-16(6)19(22(29)24-18-10-8-9-11-23-18)25-21(28)17(12-14(2)3)20(15(4)5)26(30)13-27/h8-11,13-17,19-20,30H,7,12H2,1-6H3,(H,25,28)(H,23,24,29)/t16-,17+,19-,20-/m0/s1
Standard InCHIKey:	SMZPWUUYPYYHIV-HNJRGHQBSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5358

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	184
0.1-0.2	2446
0.2-0.3	15734
0.3-0.4	8256
0.4-0.5	2110
0.5-0.6	1722
0.6-0.7	406
0.7-0.8	32
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	0.774	NPC290094
Intermediate Similarity	0.7667	NPC475090
Intermediate Similarity	0.7667	NPC329896
Intermediate Similarity	0.7667	NPC475105
Intermediate Similarity	0.7651	NPC471313
Intermediate Similarity	0.7651	NPC471311
Intermediate Similarity	0.76	NPC89490
Intermediate Similarity	0.7584	NPC202957
Intermediate Similarity	0.7584	NPC169625
Intermediate Similarity	0.7485	NPC474217
Intermediate Similarity	0.7425	NPC71079
Intermediate Similarity	0.7338	NPC471322
Intermediate Similarity	0.7338	NPC324611
Intermediate Similarity	0.7294	NPC278366
Intermediate Similarity	0.7294	NPC127730
Intermediate Similarity	0.7238	NPC473763
Intermediate Similarity	0.7238	NPC117244
Intermediate Similarity	0.7235	NPC85918
Intermediate Similarity	0.7215	NPC471312
Intermediate Similarity	0.7192	NPC84268
Intermediate Similarity	0.716	NPC471323
Intermediate Similarity	0.7107	NPC65408
Intermediate Similarity	0.7095	NPC471402
Intermediate Similarity	0.7095	NPC240136
Intermediate Similarity	0.7095	NPC297486
Intermediate Similarity	0.7078	NPC212125
Intermediate Similarity	0.7051	NPC315320
Intermediate Similarity	0.7044	NPC29702
Intermediate Similarity	0.702	NPC182570
Intermediate Similarity	0.702	NPC265605
Intermediate Similarity	0.702	NPC48564
Intermediate Similarity	0.7006	NPC256893
Remote Similarity	0.6994	NPC160105
Remote Similarity	0.6966	NPC27802
Remote Similarity	0.6936	NPC477975
Remote Similarity	0.6932	NPC314603
Remote Similarity	0.6897	NPC98187
Remote Similarity	0.6893	NPC469938
Remote Similarity	0.6883	NPC476322
Remote Similarity	0.6875	NPC89562
Remote Similarity	0.6863	NPC329825
Remote Similarity	0.6859	NPC306397
Remote Similarity	0.6859	NPC165370
Remote Similarity	0.6855	NPC322488
Remote Similarity	0.6839	NPC166424
Remote Similarity	0.6839	NPC41333
Remote Similarity	0.6839	NPC146373
Remote Similarity	0.6839	NPC245244
Remote Similarity	0.6832	NPC328029
Remote Similarity	0.6826	NPC477974
Remote Similarity	0.6821	NPC91958
Remote Similarity	0.6798	NPC317054
Remote Similarity	0.6782	NPC476446
Remote Similarity	0.6782	NPC78375
Remote Similarity	0.6782	NPC469813
Remote Similarity	0.6774	NPC27740
Remote Similarity	0.6765	NPC469765
Remote Similarity	0.6765	NPC73952
Remote Similarity	0.6765	NPC469763
Remote Similarity	0.6765	NPC259644
Remote Similarity	0.6765	NPC25008
Remote Similarity	0.6765	NPC469760
Remote Similarity	0.6765	NPC469786
Remote Similarity	0.6759	NPC76540
Remote Similarity	0.6757	NPC213629
Remote Similarity	0.6744	NPC469762
Remote Similarity	0.6744	NPC129721
Remote Similarity	0.6742	NPC313730
Remote Similarity	0.6739	NPC94752
Remote Similarity	0.673	NPC69914
Remote Similarity	0.6726	NPC470111
Remote Similarity	0.6725	NPC80597
Remote Similarity	0.6725	NPC212376
Remote Similarity	0.6725	NPC75540
Remote Similarity	0.6725	NPC70922
Remote Similarity	0.6725	NPC211572
Remote Similarity	0.6724	NPC124542
Remote Similarity	0.6724	NPC59779
Remote Similarity	0.6724	NPC471177
Remote Similarity	0.6705	NPC474561
Remote Similarity	0.6705	NPC49954
Remote Similarity	0.6687	NPC101165
Remote Similarity	0.6686	NPC469785
Remote Similarity	0.6686	NPC311276
Remote Similarity	0.6685	NPC248462
Remote Similarity	0.6667	NPC476131
Remote Similarity	0.6649	NPC473640
Remote Similarity	0.6648	NPC477976
Remote Similarity	0.6648	NPC471178
Remote Similarity	0.6648	NPC314491
Remote Similarity	0.6646	NPC278451
Remote Similarity	0.6644	NPC231655
Remote Similarity	0.663	NPC165495
Remote Similarity	0.663	NPC228835
Remote Similarity	0.6615	NPC473376
Remote Similarity	0.661	NPC34300
Remote Similarity	0.6607	NPC314372
Remote Similarity	0.6606	NPC315348
Remote Similarity	0.6606	NPC316811
Remote Similarity	0.6606	NPC32002
Remote Similarity	0.6601	NPC143603
Remote Similarity	0.6591	NPC473057
Remote Similarity	0.6591	NPC40779
Remote Similarity	0.659	NPC51054
Remote Similarity	0.6585	NPC314102
Remote Similarity	0.6585	NPC251722
Remote Similarity	0.6575	NPC203754
Remote Similarity	0.6575	NPC150048
Remote Similarity	0.6573	NPC83987
Remote Similarity	0.655	NPC105818
Remote Similarity	0.655	NPC24678
Remote Similarity	0.6546	NPC475506
Remote Similarity	0.6538	NPC64436
Remote Similarity	0.6536	NPC116961
Remote Similarity	0.6535	NPC147983
Remote Similarity	0.6535	NPC177996
Remote Similarity	0.6534	NPC282231
Remote Similarity	0.6533	NPC235843
Remote Similarity	0.6528	NPC100321
Remote Similarity	0.6528	NPC293917
Remote Similarity	0.6517	NPC108469
Remote Similarity	0.6517	NPC49217
Remote Similarity	0.6513	NPC155143
Remote Similarity	0.6509	NPC285731
Remote Similarity	0.6505	NPC280290
Remote Similarity	0.65	NPC320968
Remote Similarity	0.6497	NPC46358
Remote Similarity	0.6497	NPC194640
Remote Similarity	0.6488	NPC190296
Remote Similarity	0.648	NPC63751
Remote Similarity	0.648	NPC201700
Remote Similarity	0.6477	NPC279918
Remote Similarity	0.6477	NPC171317
Remote Similarity	0.6457	NPC138018
Remote Similarity	0.6448	NPC68354
Remote Similarity	0.6441	NPC225018
Remote Similarity	0.6437	NPC209362
Remote Similarity	0.6436	NPC54744
Remote Similarity	0.6432	NPC233936
Remote Similarity	0.6425	NPC41717
Remote Similarity	0.6425	NPC54988
Remote Similarity	0.642	NPC282398
Remote Similarity	0.6415	NPC151489
Remote Similarity	0.6413	NPC11126
Remote Similarity	0.641	NPC470497
Remote Similarity	0.6404	NPC478182
Remote Similarity	0.6402	NPC472289
Remote Similarity	0.6398	NPC471589
Remote Similarity	0.6394	NPC64216
Remote Similarity	0.6392	NPC470499
Remote Similarity	0.6386	NPC150259
Remote Similarity	0.6386	NPC114310
Remote Similarity	0.6383	NPC474707
Remote Similarity	0.6382	NPC316403
Remote Similarity	0.6379	NPC200214
Remote Similarity	0.6378	NPC471997
Remote Similarity	0.6378	NPC16659
Remote Similarity	0.6369	NPC469761
Remote Similarity	0.6369	NPC469779
Remote Similarity	0.6369	NPC469780
Remote Similarity	0.6369	NPC469767
Remote Similarity	0.6369	NPC469784
Remote Similarity	0.6369	NPC469783
Remote Similarity	0.6369	NPC469768
Remote Similarity	0.6364	NPC212742
Remote Similarity	0.6364	NPC285923
Remote Similarity	0.6359	NPC59269
Remote Similarity	0.6359	NPC313421
Remote Similarity	0.6354	NPC194411
Remote Similarity	0.6349	NPC17059
Remote Similarity	0.6348	NPC242116
Remote Similarity	0.6343	NPC120070
Remote Similarity	0.6343	NPC263455
Remote Similarity	0.6339	NPC37423
Remote Similarity	0.6339	NPC275305
Remote Similarity	0.6331	NPC476454
Remote Similarity	0.6331	NPC469766
Remote Similarity	0.633	NPC62510
Remote Similarity	0.6328	NPC84508
Remote Similarity	0.6324	NPC141377
Remote Similarity	0.6324	NPC265710
Remote Similarity	0.6322	NPC469975
Remote Similarity	0.6321	NPC69843
Remote Similarity	0.6318	NPC107077
Remote Similarity	0.6318	NPC223791
Remote Similarity	0.6316	NPC159856
Remote Similarity	0.6316	NPC65215
Remote Similarity	0.6316	NPC182814
Remote Similarity	0.6316	NPC167400
Remote Similarity	0.6316	NPC173028
Remote Similarity	0.6313	NPC162268
Remote Similarity	0.6313	NPC97367
Remote Similarity	0.6304	NPC267885
Remote Similarity	0.6302	NPC473342
Remote Similarity	0.6302	NPC477166
Remote Similarity	0.6302	NPC304187
Remote Similarity	0.6302	NPC477167
Remote Similarity	0.63	NPC54420
Remote Similarity	0.6296	NPC235684
Remote Similarity	0.6296	NPC313823

Drug Structure

NPD5358 OpenBabel08211706322D 33 33 0 0 1 0 0 0 0 0999 V2000 4.2028 3.3971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0433 -2.9118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2028 -1.4559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5650 -1.4559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4055 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5217 2.4265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2028 2.4265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.9412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8406 -1.4559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8406 -1.4559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8406 -0.4853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8839 -1.4559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5650 1.4559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0433 -1.9412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5650 -0.4853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3622 1.9412 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.8839 -0.4853 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8406 -0.4853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3622 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.7244 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.0433 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5217 -0.4853 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 1.6811 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2028 -0.4853 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.7244 0.9706 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.4055 0.9706 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0433 0.9706 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5217 -1.4559 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8839 1.4559 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2028 1.4559 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6811 -1.9412 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8839 2.4265 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 14 1 0 0 0 0 3 14 1 0 0 0 0 4 15 1 0 0 0 0 5 15 1 0 0 0 0 7 16 1 0 0 0 0 8 9 2 0 0 0 0 8 10 1 0 0 0 0 9 11 1 0 0 0 0 10 18 2 0 0 0 0 11 23 2 0 0 0 0 12 14 1 0 0 0 0 13 26 1 0 0 0 0 13 27 2 0 0 0 0 16 6 1 1 0 0 0 16 19 1 0 0 0 0 17 12 1 1 0 0 0 17 20 1 0 0 0 0 17 21 1 0 0 0 0 18 23 1 0 0 0 0 18 24 1 0 0 0 0 19 22 1 6 0 0 0 19 25 1 0 0 0 0 20 15 1 1 0 0 0 20 26 1 0 0 0 0 21 25 2 3 0 0 0 21 28 1 0 0 0 0 22 24 2 3 0 0 0 22 29 1 0 0 0 0 26 30 1 0 0 0 0 28 31 1 0 0 0 0 29 32 1 0 0 0 0 30 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000055
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	216470
ChEBI
CAS Number

Drug Properties

Molecular Weight	420.27
ALogP	-0.5745
MLogP	3
XLogP	4.116
HDA	6
HBD	3
Rotatable Bonds	21
TPSA	118.61
RO5 Violation	1