NPASS drugs

Drug Information

Drug ID:	NPD6556
Drug Name:
Molecular Formula:	C26H28N4O3
Canonical SMILES:	CC(=N)N1CC[C@@H](C1)Oc1ccc(cc1)[C@@H](C(=O)O)Cc1ccc2c(c1)cc(cc2)C(=N)N
Standard InCHI:	InChI=1S/C26H28N4O3/c1-16(27)30-11-10-23(15-30)33-22-8-6-19(7-9-22)24(26(31)32)13-17-2-3-18-4-5-20(25(28)29)14-21(18)12-17/h2-9,12,14,23-24,27H,10-11,13,15H2,1H3,(H3,28,29)(H,31,32)/t23-,24-/m0/s1
Standard InCHIKey:	AGRCGQSFFMCBRE-ZEQRLZLVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6556

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	164
0.1-0.2	886
0.2-0.3	2668
0.3-0.4	8805
0.4-0.5	3970
0.5-0.6	12382
0.6-0.7	1994
0.7-0.8	21
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	0.7303	NPC56635
Intermediate Similarity	0.7292	NPC283207
Intermediate Similarity	0.7263	NPC315542
Intermediate Similarity	0.7184	NPC247298
Intermediate Similarity	0.7158	NPC254700
Intermediate Similarity	0.7143	NPC22014
Intermediate Similarity	0.712	NPC233650
Intermediate Similarity	0.7102	NPC245974
Intermediate Similarity	0.7081	NPC134858
Intermediate Similarity	0.7056	NPC26601
Intermediate Similarity	0.7052	NPC83289
Intermediate Similarity	0.7052	NPC189724
Intermediate Similarity	0.7052	NPC212850
Intermediate Similarity	0.7041	NPC470392
Intermediate Similarity	0.7027	NPC473502
Intermediate Similarity	0.7011	NPC204546
Intermediate Similarity	0.7011	NPC472923
Intermediate Similarity	0.701	NPC94862
Intermediate Similarity	0.7006	NPC132771
Intermediate Similarity	0.7005	NPC210140
Intermediate Similarity	0.7005	NPC150879
Remote Similarity	0.6978	NPC319320
Remote Similarity	0.6978	NPC287757
Remote Similarity	0.6966	NPC95075
Remote Similarity	0.6966	NPC253883
Remote Similarity	0.6966	NPC90844
Remote Similarity	0.6963	NPC283999
Remote Similarity	0.6961	NPC18614
Remote Similarity	0.6949	NPC313414
Remote Similarity	0.6931	NPC158277
Remote Similarity	0.6928	NPC111088
Remote Similarity	0.6923	NPC207675
Remote Similarity	0.6923	NPC212699
Remote Similarity	0.6915	NPC89831
Remote Similarity	0.6911	NPC475421
Remote Similarity	0.6907	NPC299806
Remote Similarity	0.6906	NPC52475
Remote Similarity	0.6889	NPC219162
Remote Similarity	0.6882	NPC290755
Remote Similarity	0.6882	NPC304074
Remote Similarity	0.6882	NPC471771
Remote Similarity	0.6872	NPC324081
Remote Similarity	0.6842	NPC164608
Remote Similarity	0.6839	NPC471316
Remote Similarity	0.6833	NPC470019
Remote Similarity	0.6828	NPC223207
Remote Similarity	0.6821	NPC235194
Remote Similarity	0.6811	NPC79328
Remote Similarity	0.6809	NPC169743
Remote Similarity	0.6804	NPC470903
Remote Similarity	0.6804	NPC99723
Remote Similarity	0.6804	NPC470112
Remote Similarity	0.6804	NPC167763
Remote Similarity	0.6802	NPC169766
Remote Similarity	0.6793	NPC76079
Remote Similarity	0.6793	NPC44606
Remote Similarity	0.6791	NPC469479
Remote Similarity	0.6791	NPC71205
Remote Similarity	0.6789	NPC474881
Remote Similarity	0.6782	NPC106606
Remote Similarity	0.6774	NPC67080
Remote Similarity	0.6772	NPC196091
Remote Similarity	0.6757	NPC186063
Remote Similarity	0.6751	NPC4910
Remote Similarity	0.6751	NPC329731
Remote Similarity	0.6746	NPC14390
Remote Similarity	0.674	NPC214239
Remote Similarity	0.674	NPC130941
Remote Similarity	0.6736	NPC119652
Remote Similarity	0.6736	NPC97526
Remote Similarity	0.6735	NPC138083
Remote Similarity	0.6727	NPC321133
Remote Similarity	0.6722	NPC290038
Remote Similarity	0.6721	NPC261322
Remote Similarity	0.672	NPC280022
Remote Similarity	0.672	NPC469505
Remote Similarity	0.6719	NPC196243
Remote Similarity	0.6717	NPC230098
Remote Similarity	0.6717	NPC124626
Remote Similarity	0.6702	NPC137627
Remote Similarity	0.6701	NPC32064
Remote Similarity	0.6701	NPC276120
Remote Similarity	0.6685	NPC144863
Remote Similarity	0.6685	NPC29599
Remote Similarity	0.6684	NPC474858
Remote Similarity	0.6684	NPC195392
Remote Similarity	0.6684	NPC221864
Remote Similarity	0.6683	NPC474059
Remote Similarity	0.6683	NPC61332
Remote Similarity	0.6683	NPC174122
Remote Similarity	0.6683	NPC469437
Remote Similarity	0.6683	NPC64140
Remote Similarity	0.6683	NPC240130
Remote Similarity	0.6667	NPC133817
Remote Similarity	0.6667	NPC26108
Remote Similarity	0.6667	NPC29647
Remote Similarity	0.6667	NPC95526
Remote Similarity	0.6667	NPC329816
Remote Similarity	0.6667	NPC476443
Remote Similarity	0.6667	NPC478189
Remote Similarity	0.6667	NPC9373
Remote Similarity	0.6667	NPC475544
Remote Similarity	0.6667	NPC309692
Remote Similarity	0.6667	NPC469243
Remote Similarity	0.6667	NPC145304
Remote Similarity	0.6667	NPC471165
Remote Similarity	0.665	NPC311357
Remote Similarity	0.665	NPC473407
Remote Similarity	0.665	NPC473378
Remote Similarity	0.665	NPC477526
Remote Similarity	0.6649	NPC230956
Remote Similarity	0.6649	NPC471394
Remote Similarity	0.6649	NPC119649
Remote Similarity	0.6649	NPC235143
Remote Similarity	0.6649	NPC205255
Remote Similarity	0.6649	NPC293164
Remote Similarity	0.6649	NPC271388
Remote Similarity	0.6649	NPC63931
Remote Similarity	0.6648	NPC233702
Remote Similarity	0.6647	NPC247018
Remote Similarity	0.6647	NPC307123
Remote Similarity	0.6647	NPC274732
Remote Similarity	0.6647	NPC244866
Remote Similarity	0.6647	NPC97870
Remote Similarity	0.6634	NPC184933
Remote Similarity	0.6634	NPC59827
Remote Similarity	0.6633	NPC162694
Remote Similarity	0.6633	NPC474745
Remote Similarity	0.6633	NPC220961
Remote Similarity	0.6633	NPC234069
Remote Similarity	0.6632	NPC186617
Remote Similarity	0.6632	NPC209377
Remote Similarity	0.6629	NPC470925
Remote Similarity	0.6629	NPC213122
Remote Similarity	0.6627	NPC263835
Remote Similarity	0.662	NPC170101
Remote Similarity	0.6619	NPC293347
Remote Similarity	0.6618	NPC477550
Remote Similarity	0.6618	NPC477552
Remote Similarity	0.6615	NPC306804
Remote Similarity	0.6615	NPC35680
Remote Similarity	0.6615	NPC474470
Remote Similarity	0.6615	NPC241704
Remote Similarity	0.6614	NPC472299
Remote Similarity	0.6614	NPC79402
Remote Similarity	0.6614	NPC60186
Remote Similarity	0.6614	NPC80759
Remote Similarity	0.6614	NPC471396
Remote Similarity	0.6613	NPC244112
Remote Similarity	0.6612	NPC92541
Remote Similarity	0.6612	NPC182119
Remote Similarity	0.6609	NPC266425
Remote Similarity	0.6607	NPC471315
Remote Similarity	0.6607	NPC471314
Remote Similarity	0.6605	NPC284236
Remote Similarity	0.6605	NPC316368
Remote Similarity	0.66	NPC166979
Remote Similarity	0.66	NPC237579
Remote Similarity	0.6598	NPC474902
Remote Similarity	0.6597	NPC473693
Remote Similarity	0.6597	NPC471568
Remote Similarity	0.6597	NPC56887
Remote Similarity	0.6597	NPC193853
Remote Similarity	0.6597	NPC475123
Remote Similarity	0.6597	NPC90984
Remote Similarity	0.6597	NPC223077
Remote Similarity	0.6597	NPC475204
Remote Similarity	0.659	NPC249425
Remote Similarity	0.6589	NPC478048
Remote Similarity	0.6588	NPC29477
Remote Similarity	0.6587	NPC473422
Remote Similarity	0.6584	NPC94499
Remote Similarity	0.6582	NPC474325
Remote Similarity	0.658	NPC165285
Remote Similarity	0.658	NPC159767
Remote Similarity	0.658	NPC155506
Remote Similarity	0.658	NPC476227
Remote Similarity	0.658	NPC474708
Remote Similarity	0.6575	NPC158871
Remote Similarity	0.6573	NPC91953
Remote Similarity	0.6573	NPC202260
Remote Similarity	0.657	NPC283079
Remote Similarity	0.6568	NPC211218
Remote Similarity	0.6568	NPC255253
Remote Similarity	0.6567	NPC470642
Remote Similarity	0.6566	NPC43275
Remote Similarity	0.6564	NPC304675
Remote Similarity	0.6564	NPC269750
Remote Similarity	0.6564	NPC194671
Remote Similarity	0.6561	NPC123153
Remote Similarity	0.6558	NPC478046
Remote Similarity	0.6558	NPC180210
Remote Similarity	0.6558	NPC321226
Remote Similarity	0.6558	NPC328856
Remote Similarity	0.6558	NPC314914
Remote Similarity	0.6558	NPC478047
Remote Similarity	0.6554	NPC231163
Remote Similarity	0.6554	NPC318591
Remote Similarity	0.6553	NPC242728
Remote Similarity	0.6553	NPC477551

Drug Structure

NPD6556 OpenBabel08211710072D 38 41 0 0 1 0 0 0 0 0999 V2000 -8.6959 1.4250 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 -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 1.7321 1.0000 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 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7078 -1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3769 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8988 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2836 0.6160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 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 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 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 -10.2782 0.7205 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.8769 -0.2976 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.6849 1.6341 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 3 2 0 0 0 0 2 17 1 0 0 0 0 3 18 1 0 0 0 0 4 5 2 0 0 0 0 4 18 1 0 0 0 0 5 20 1 0 0 0 0 6 8 1 0 0 0 0 6 19 2 0 0 0 0 7 9 2 0 0 0 0 7 19 1 0 0 0 0 8 22 2 0 0 0 0 9 22 1 0 0 0 0 10 11 1 0 0 0 0 10 23 1 0 0 0 0 11 30 1 0 0 0 0 12 17 2 0 0 0 0 12 21 1 0 0 0 0 13 17 1 0 0 0 0 14 20 2 0 0 0 0 14 21 1 0 0 0 0 15 23 1 0 0 0 0 15 30 1 0 0 0 0 16 27 2 0 0 0 0 16 30 1 0 0 0 0 18 21 2 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 22 33 1 0 0 0 0 23 33 1 1 0 0 0 24 13 1 1 0 0 0 24 26 1 0 0 0 0 25 28 2 0 0 0 0 25 29 1 0 0 0 0 26 31 2 0 0 0 0 26 32 1 0 0 0 0 27 34 1 0 0 0 0 28 35 1 0 0 0 0 29 36 1 0 0 0 0 29 37 1 0 0 0 0 32 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000585
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	122128
ChEBI
CAS Number

Drug Properties

Molecular Weight	444.22
ALogP	-1.4759
MLogP	3.55
XLogP	6.861
HDA	6
HBD	4
Rotatable Bonds	11
TPSA	123.49
RO5 Violation	1