NPASS drugs

Drug Information

Drug ID:	NPD5339
Drug Name:
Molecular Formula:	C22H34N4O2
Canonical SMILES:	CN[C@@H](C(=O)N1CCC[C@H]1C(=NCC1CCC(CC1)N)O)Cc1ccccc1
Standard InCHI:	InChI=1S/C22H34N4O2/c1-24-19(14-16-6-3-2-4-7-16)22(28)26-13-5-8-20(26)21(27)25-15-17-9-11-18(23)12-10-17/h2-4,6-7,17-20,24H,5,8-15,23H2,1H3,(H,25,27)/t17?,18?,19-,20+/m1/s1
Standard InCHIKey:	MDSVGJAUFNXYRR-TUNPWDSISA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5339

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	103
0.1-0.2	662
0.2-0.3	4211
0.3-0.4	15503
0.4-0.5	7997
0.5-0.6	1826
0.6-0.7	376
0.7-0.8	169
0.8-0.85	32
0.85-0.9	9
0.9-0.95	2
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
High Similarity	0.9091	NPC200964
High Similarity	0.9016	NPC71684
High Similarity	0.876	NPC315276
High Similarity	0.876	NPC285926
High Similarity	0.876	NPC14672
High Similarity	0.875	NPC200589
High Similarity	0.8682	NPC255447
High Similarity	0.8672	NPC473322
High Similarity	0.8571	NPC6975
High Similarity	0.8537	NPC470545
High Similarity	0.8527	NPC111428
Intermediate Similarity	0.8468	NPC470546
Intermediate Similarity	0.8455	NPC470544
Intermediate Similarity	0.8438	NPC101719
Intermediate Similarity	0.8433	NPC132636
Intermediate Similarity	0.8413	NPC202521
Intermediate Similarity	0.8359	NPC222466
Intermediate Similarity	0.8346	NPC141050
Intermediate Similarity	0.8333	NPC476990
Intermediate Similarity	0.831	NPC473002
Intermediate Similarity	0.8293	NPC33742
Intermediate Similarity	0.8281	NPC474082
Intermediate Similarity	0.8281	NPC175726
Intermediate Similarity	0.8258	NPC130309
Intermediate Similarity	0.8252	NPC469903
Intermediate Similarity	0.8203	NPC252878
Intermediate Similarity	0.8188	NPC52748
Intermediate Similarity	0.8162	NPC178662
Intermediate Similarity	0.8162	NPC476133
Intermediate Similarity	0.8162	NPC92784
Intermediate Similarity	0.8162	NPC470884
Intermediate Similarity	0.8162	NPC98424
Intermediate Similarity	0.816	NPC239357
Intermediate Similarity	0.814	NPC46427
Intermediate Similarity	0.8129	NPC209509
Intermediate Similarity	0.8129	NPC315266
Intermediate Similarity	0.8074	NPC248283
Intermediate Similarity	0.8071	NPC262077
Intermediate Similarity	0.8065	NPC276949
Intermediate Similarity	0.8065	NPC35850
Intermediate Similarity	0.8045	NPC300315
Intermediate Similarity	0.8027	NPC469902
Intermediate Similarity	0.8027	NPC473003
Intermediate Similarity	0.7986	NPC161069
Intermediate Similarity	0.7986	NPC77905
Intermediate Similarity	0.7986	NPC122590
Intermediate Similarity	0.7958	NPC471820
Intermediate Similarity	0.7958	NPC471821
Intermediate Similarity	0.7955	NPC477937
Intermediate Similarity	0.7939	NPC22746
Intermediate Similarity	0.7902	NPC2501
Intermediate Similarity	0.7899	NPC89489
Intermediate Similarity	0.7887	NPC16188
Intermediate Similarity	0.7887	NPC311658
Intermediate Similarity	0.7872	NPC5620
Intermediate Similarity	0.7868	NPC287401
Intermediate Similarity	0.784	NPC474584
Intermediate Similarity	0.7826	NPC471265
Intermediate Similarity	0.7826	NPC471264
Intermediate Similarity	0.7801	NPC476978
Intermediate Similarity	0.7786	NPC263493
Intermediate Similarity	0.7786	NPC269398
Intermediate Similarity	0.7785	NPC469901
Intermediate Similarity	0.7762	NPC138775
Intermediate Similarity	0.7712	NPC469904
Intermediate Similarity	0.768	NPC319579
Intermediate Similarity	0.7655	NPC129666
Intermediate Similarity	0.7651	NPC324850
Intermediate Similarity	0.763	NPC319766
Intermediate Similarity	0.7622	NPC316008
Intermediate Similarity	0.7622	NPC313867
Intermediate Similarity	0.7619	NPC202198
Intermediate Similarity	0.7615	NPC220698
Intermediate Similarity	0.7603	NPC475168
Intermediate Similarity	0.7603	NPC7817
Intermediate Similarity	0.76	NPC469898
Intermediate Similarity	0.7589	NPC239762
Intermediate Similarity	0.7589	NPC163392
Intermediate Similarity	0.7586	NPC240848
Intermediate Similarity	0.7569	NPC314358
Intermediate Similarity	0.7561	NPC473418
Intermediate Similarity	0.7552	NPC314388
Intermediate Similarity	0.7552	NPC315283
Intermediate Similarity	0.7551	NPC233702
Intermediate Similarity	0.7535	NPC476989
Intermediate Similarity	0.7534	NPC283783
Intermediate Similarity	0.7533	NPC297145
Intermediate Similarity	0.7533	NPC197743
Intermediate Similarity	0.7532	NPC328649
Intermediate Similarity	0.7518	NPC242159
Intermediate Similarity	0.7518	NPC313694
Intermediate Similarity	0.75	NPC473341
Intermediate Similarity	0.75	NPC322878
Intermediate Similarity	0.75	NPC314835
Intermediate Similarity	0.75	NPC327481
Intermediate Similarity	0.75	NPC241794
Intermediate Similarity	0.7484	NPC280022
Intermediate Similarity	0.7452	NPC475532
Intermediate Similarity	0.745	NPC470902
Intermediate Similarity	0.7448	NPC314114
Intermediate Similarity	0.7447	NPC127741
Intermediate Similarity	0.7434	NPC469243
Intermediate Similarity	0.7421	NPC473001
Intermediate Similarity	0.7419	NPC67043
Intermediate Similarity	0.7405	NPC165285
Intermediate Similarity	0.7403	NPC63931
Intermediate Similarity	0.7397	NPC329761
Intermediate Similarity	0.7397	NPC225648
Intermediate Similarity	0.7383	NPC56685
Intermediate Similarity	0.7379	NPC471680
Intermediate Similarity	0.7372	NPC129486
Intermediate Similarity	0.7368	NPC1390
Intermediate Similarity	0.7368	NPC62104
Intermediate Similarity	0.7361	NPC468984
Intermediate Similarity	0.7361	NPC139326
Intermediate Similarity	0.736	NPC45033
Intermediate Similarity	0.7343	NPC46098
Intermediate Similarity	0.7343	NPC268841
Intermediate Similarity	0.7343	NPC307357
Intermediate Similarity	0.7325	NPC198254
Intermediate Similarity	0.7325	NPC274198
Intermediate Similarity	0.7324	NPC68865
Intermediate Similarity	0.732	NPC475544
Intermediate Similarity	0.732	NPC471527
Intermediate Similarity	0.7315	NPC162104
Intermediate Similarity	0.729	NPC223207
Intermediate Similarity	0.7285	NPC476268
Intermediate Similarity	0.7285	NPC473580
Intermediate Similarity	0.7279	NPC145113
Intermediate Similarity	0.7273	NPC73655
Intermediate Similarity	0.7267	NPC5194
Intermediate Similarity	0.7267	NPC262166
Intermediate Similarity	0.7267	NPC261934
Intermediate Similarity	0.7261	NPC473000
Intermediate Similarity	0.726	NPC477217
Intermediate Similarity	0.726	NPC201244
Intermediate Similarity	0.7258	NPC164859
Intermediate Similarity	0.725	NPC469900
Intermediate Similarity	0.7248	NPC473491
Intermediate Similarity	0.7244	NPC290755
Intermediate Similarity	0.7244	NPC471771
Intermediate Similarity	0.7244	NPC61004
Intermediate Similarity	0.7244	NPC304074
Intermediate Similarity	0.7241	NPC197682
Intermediate Similarity	0.7239	NPC27833
Intermediate Similarity	0.723	NPC105717
Intermediate Similarity	0.7222	NPC476259
Intermediate Similarity	0.7222	NPC473498
Intermediate Similarity	0.7215	NPC276506
Intermediate Similarity	0.7209	NPC329011
Intermediate Similarity	0.7206	NPC35996
Intermediate Similarity	0.7197	NPC141957
Intermediate Similarity	0.719	NPC323336
Intermediate Similarity	0.719	NPC326349
Intermediate Similarity	0.7188	NPC17698
Intermediate Similarity	0.7188	NPC477462
Intermediate Similarity	0.7179	NPC217804
Intermediate Similarity	0.7179	NPC210377
Intermediate Similarity	0.7179	NPC5719
Intermediate Similarity	0.7179	NPC22883
Intermediate Similarity	0.7172	NPC168113
Intermediate Similarity	0.7162	NPC135121
Intermediate Similarity	0.7161	NPC68650
Intermediate Similarity	0.716	NPC119652
Intermediate Similarity	0.716	NPC97526
Intermediate Similarity	0.7143	NPC196243
Intermediate Similarity	0.7143	NPC287757
Intermediate Similarity	0.7143	NPC319320
Intermediate Similarity	0.7143	NPC244336
Intermediate Similarity	0.7134	NPC15068
Intermediate Similarity	0.7123	NPC176226
Intermediate Similarity	0.7121	NPC197470
Intermediate Similarity	0.7089	NPC63040
Intermediate Similarity	0.7087	NPC474804
Intermediate Similarity	0.7087	NPC474973
Intermediate Similarity	0.7087	NPC130898
Intermediate Similarity	0.7086	NPC300443
Intermediate Similarity	0.7071	NPC469666
Intermediate Similarity	0.707	NPC189116
Intermediate Similarity	0.7063	NPC275467
Intermediate Similarity	0.7063	NPC89831
Intermediate Similarity	0.7059	NPC244509
Intermediate Similarity	0.7055	NPC469426
Intermediate Similarity	0.7055	NPC469427
Intermediate Similarity	0.7049	NPC25565
Intermediate Similarity	0.7039	NPC286551
Intermediate Similarity	0.702	NPC324081
Intermediate Similarity	0.7019	NPC137627
Intermediate Similarity	0.7016	NPC12730
Intermediate Similarity	0.7015	NPC169328
Intermediate Similarity	0.7014	NPC474787
Intermediate Similarity	0.7014	NPC79465
Intermediate Similarity	0.7014	NPC475598
Intermediate Similarity	0.7014	NPC273907
Intermediate Similarity	0.7014	NPC151706
Intermediate Similarity	0.7014	NPC474855
Intermediate Similarity	0.7014	NPC293377
Intermediate Similarity	0.7014	NPC476102
Intermediate Similarity	0.7014	NPC9687
Intermediate Similarity	0.7014	NPC260045

Drug Structure

NPD5339 OpenBabel08211706322D 32 34 0 0 1 0 0 0 0 0999 V2000 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0780 2.2956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3838 2.6557 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2859 3.2737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5917 3.6338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9190 1.0084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1270 1.9865 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.5428 3.9428 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8090 -0.5878 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7601 -0.2788 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 -3.7507 4.9210 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9680 0.6994 0.0000 N 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 -2.5032 -0.9479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0075 5.5901 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7017 5.2300 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4543 -0.6389 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 5 8 1 0 0 0 0 5 13 1 0 0 0 0 6 16 2 0 0 0 0 7 16 1 0 0 0 0 8 20 1 0 0 0 0 9 11 1 0 0 0 0 9 17 1 0 0 0 0 10 12 1 0 0 0 0 10 17 1 0 0 0 0 11 18 1 0 0 0 0 12 18 1 0 0 0 0 13 26 1 0 0 0 0 14 16 1 0 0 0 0 15 17 1 0 0 0 0 15 25 1 0 0 0 0 18 23 1 0 0 0 0 19 14 1 6 0 0 0 19 22 1 0 0 0 0 19 24 1 0 0 0 0 20 21 1 1 0 0 0 20 26 1 0 0 0 0 21 25 2 3 0 0 0 21 27 1 0 0 0 0 22 26 1 0 0 0 0 22 28 2 0 0 0 0 23 29 1 0 0 0 0 23 30 1 0 0 0 0 24 31 1 0 0 0 0 27 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC014646
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	448763
ChEBI
CAS Number

Drug Properties

Molecular Weight	386.27
ALogP	-3.2345
MLogP	3.22
XLogP	3.843
HDA	6
HBD	3
Rotatable Bonds	11
TPSA	90.95
RO5 Violation	0