NPASS drugs

Drug Information

Drug ID:	NPD2220
Drug Name:
Molecular Formula:	C16H24N2O6
Canonical SMILES:	OC(=O)[C@H]1CCCN1C(=O)CCCCC(=O)N1CCC[C@@H]1C(=O)O
Standard InCHI:	InChI=1S/C16H24N2O6/c19-13(17-9-3-5-11(17)15(21)22)7-1-2-8-14(20)18-10-4-6-12(18)16(23)24/h11-12H,1-10H2,(H,21,22)(H,23,24)/t11-,12-/m1/s1
Standard InCHIKey:	HZLAWYIBLZNRFZ-VXGBXAGGSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2220

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	104
0.1-0.2	13424
0.2-0.3	13731
0.3-0.4	2703
0.4-0.5	673
0.5-0.6	190
0.6-0.7	57
0.7-0.8	7
0.8-0.85	1
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	0.8451	NPC320221
Intermediate Similarity	0.7971	NPC287693
Intermediate Similarity	0.7887	NPC322274
Intermediate Similarity	0.76	NPC327272
Intermediate Similarity	0.7231	NPC8488
Intermediate Similarity	0.7231	NPC333075
Intermediate Similarity	0.7231	NPC274499
Intermediate Similarity	0.7179	NPC59867
Remote Similarity	0.6977	NPC322966
Remote Similarity	0.6957	NPC11433
Remote Similarity	0.6957	NPC302003
Remote Similarity	0.6957	NPC245346
Remote Similarity	0.6883	NPC29326
Remote Similarity	0.6849	NPC160661
Remote Similarity	0.6829	NPC475542
Remote Similarity	0.6818	NPC476019
Remote Similarity	0.6582	NPC209156
Remote Similarity	0.6582	NPC161774
Remote Similarity	0.6582	NPC266888
Remote Similarity	0.6582	NPC256312
Remote Similarity	0.6571	NPC278209
Remote Similarity	0.6538	NPC214532
Remote Similarity	0.6538	NPC76297
Remote Similarity	0.6538	NPC196007
Remote Similarity	0.6533	NPC128005
Remote Similarity	0.6533	NPC84182
Remote Similarity	0.6494	NPC15864
Remote Similarity	0.6486	NPC57420
Remote Similarity	0.6444	NPC477538
Remote Similarity	0.6444	NPC474576
Remote Similarity	0.6374	NPC471098
Remote Similarity	0.6374	NPC173763
Remote Similarity	0.6374	NPC62263
Remote Similarity	0.6351	NPC243964
Remote Similarity	0.6333	NPC474593
Remote Similarity	0.6333	NPC475801
Remote Similarity	0.6265	NPC477145
Remote Similarity	0.6265	NPC473741
Remote Similarity	0.625	NPC477539
Remote Similarity	0.6234	NPC135539
Remote Similarity	0.6234	NPC196359
Remote Similarity	0.6234	NPC78312
Remote Similarity	0.6234	NPC221764
Remote Similarity	0.619	NPC312315
Remote Similarity	0.619	NPC31756
Remote Similarity	0.617	NPC117829
Remote Similarity	0.6164	NPC64250
Remote Similarity	0.6164	NPC276928
Remote Similarity	0.6164	NPC268927
Remote Similarity	0.6163	NPC84128
Remote Similarity	0.6163	NPC53858
Remote Similarity	0.6162	NPC323720
Remote Similarity	0.6162	NPC128303
Remote Similarity	0.6125	NPC470781
Remote Similarity	0.6118	NPC476117
Remote Similarity	0.6118	NPC476243
Remote Similarity	0.6118	NPC476137
Remote Similarity	0.6118	NPC476156
Remote Similarity	0.6105	NPC473597
Remote Similarity	0.61	NPC241394
Remote Similarity	0.6047	NPC476302
Remote Similarity	0.6047	NPC470783
Remote Similarity	0.6024	NPC470782
Remote Similarity	0.602	NPC188785
Remote Similarity	0.6	NPC471607
Remote Similarity	0.5979	NPC475440
Remote Similarity	0.5979	NPC220234
Remote Similarity	0.5976	NPC178919
Remote Similarity	0.5976	NPC263281
Remote Similarity	0.5976	NPC126186
Remote Similarity	0.5974	NPC472609
Remote Similarity	0.5915	NPC183845
Remote Similarity	0.5915	NPC279661
Remote Similarity	0.5895	NPC313265
Remote Similarity	0.5889	NPC90476
Remote Similarity	0.5889	NPC69374
Remote Similarity	0.5882	NPC93081
Remote Similarity	0.5882	NPC140872
Remote Similarity	0.5875	NPC133183
Remote Similarity	0.587	NPC275715
Remote Similarity	0.5867	NPC177191
Remote Similarity	0.5862	NPC23984
Remote Similarity	0.5843	NPC472351
Remote Similarity	0.5823	NPC141156
Remote Similarity	0.5823	NPC184150
Remote Similarity	0.5811	NPC176164
Remote Similarity	0.5811	NPC189301
Remote Similarity	0.58	NPC471097
Remote Similarity	0.58	NPC475149
Remote Similarity	0.58	NPC5864
Remote Similarity	0.58	NPC301148
Remote Similarity	0.58	NPC124554
Remote Similarity	0.5797	NPC112890
Remote Similarity	0.5797	NPC316231
Remote Similarity	0.5797	NPC324825
Remote Similarity	0.5789	NPC118429
Remote Similarity	0.5761	NPC324506
Remote Similarity	0.5761	NPC52533
Remote Similarity	0.5758	NPC475791
Remote Similarity	0.5758	NPC13175
Remote Similarity	0.575	NPC306763
Remote Similarity	0.575	NPC10716
Remote Similarity	0.575	NPC474469
Remote Similarity	0.575	NPC266242
Remote Similarity	0.575	NPC254617
Remote Similarity	0.575	NPC74555
Remote Similarity	0.5743	NPC265094
Remote Similarity	0.5743	NPC198344
Remote Similarity	0.5733	NPC320598
Remote Similarity	0.5733	NPC254541
Remote Similarity	0.573	NPC235078
Remote Similarity	0.5701	NPC309731
Remote Similarity	0.5701	NPC63191
Remote Similarity	0.5701	NPC471202
Remote Similarity	0.5698	NPC233108
Remote Similarity	0.5696	NPC12514
Remote Similarity	0.5696	NPC294883
Remote Similarity	0.5686	NPC124549
Remote Similarity	0.5679	NPC473419
Remote Similarity	0.5679	NPC475127
Remote Similarity	0.5679	NPC212866
Remote Similarity	0.5679	NPC475715
Remote Similarity	0.5679	NPC29598
Remote Similarity	0.5657	NPC475758
Remote Similarity	0.5641	NPC226453
Remote Similarity	0.5641	NPC103130
Remote Similarity	0.5631	NPC475637
Remote Similarity	0.5625	NPC59221
Remote Similarity	0.5612	NPC134504
Remote Similarity	0.5612	NPC47076
Remote Similarity	0.561	NPC115800
Remote Similarity	0.561	NPC163538

Drug Structure

NPD2220 OpenBabel08211701392D 26 27 0 0 1 0 0 0 0 0999 V2000 3.3884 0.7202 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6453 0.0511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6517 0.7713 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6180 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3427 -0.1797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3395 0.4112 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6942 0.3601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8427 1.3591 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 6.3427 -0.1797 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.0826 1.0803 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 5.7549 -0.9887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2788 1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0337 0.7713 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 4.8747 2.0585 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1590 -1.2872 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7604 -0.8842 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1616 -1.9023 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2733 1.6555 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1280 2.6736 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5738 -2.7113 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1225 2.7781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 7 1 0 0 0 0 2 8 1 0 0 0 0 3 5 1 0 0 0 0 3 9 1 0 0 0 0 4 6 1 0 0 0 0 4 10 1 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 8 14 1 0 0 0 0 9 17 1 0 0 0 0 10 18 1 0 0 0 0 11 15 1 6 0 0 0 11 17 1 0 0 0 0 12 16 1 6 0 0 0 12 18 1 0 0 0 0 13 17 1 0 0 0 0 13 19 2 0 0 0 0 14 18 1 0 0 0 0 14 20 2 0 0 0 0 15 21 2 0 0 0 0 15 22 1 0 0 0 0 16 23 2 0 0 0 0 16 24 1 0 0 0 0 22 25 1 0 0 0 0 24 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015155
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	125516
ChEBI
CAS Number

Drug Properties

Molecular Weight	340.16
ALogP	-3.6986
MLogP	2.34
XLogP	-0.148
HDA	8
HBD	2
Rotatable Bonds	11
TPSA	115.22
RO5 Violation	0