NPASS drugs

Drug Information

Drug ID:	NPD8022
Drug Name:
Molecular Formula:	C36H48N6O9
Canonical SMILES:	CC(C[C@@H](C(=N[C@H](C(=N[C@H](C(=O)N1CCC[C@H]1C(=O)O)C(C)C)O)CC(=O)O)O)N=C(Cc1ccc(cc1)NC(=Nc1ccccc1C)O)O)C
Standard InCHI:	InChI=1S/C36H48N6O9/c1-20(2)17-26(38-29(43)18-23-12-14-24(15-13-23)37-36(51)40-25-10-7-6-9-22(25)5)32(46)39-27(19-30(44)45)33(47)41-31(21(3)4)34(48)42-16-8-11-28(42)35(49)50/h6-7,9-10,12-15,20-21,26-28,31H,8,11,16-19H2,1-5H3,(H,38,43)(H,39,46)(H,41,47)(H,44,45)(H,49,50)(H2,37,40,51)/t26-,27-,28-,31-/m0/s1
Standard InCHIKey:	NVVGCQABIHSJSQ-KFZSMJGVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8022

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	1024
0.2-0.3	7423
0.3-0.4	15252
0.4-0.5	3832
0.5-0.6	2250
0.6-0.7	846
0.7-0.8	79
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	0.7812	NPC132636
Intermediate Similarity	0.7688	NPC189116
Intermediate Similarity	0.7605	NPC254798
Intermediate Similarity	0.7572	NPC68650
Intermediate Similarity	0.7541	NPC307396
Intermediate Similarity	0.7526	NPC472538
Intermediate Similarity	0.7485	NPC469903
Intermediate Similarity	0.7474	NPC225400
Intermediate Similarity	0.7436	NPC471155
Intermediate Similarity	0.7436	NPC470786
Intermediate Similarity	0.7414	NPC469902
Intermediate Similarity	0.7399	NPC324850
Intermediate Similarity	0.7398	NPC270241
Intermediate Similarity	0.7378	NPC287358
Intermediate Similarity	0.7356	NPC24617
Intermediate Similarity	0.7317	NPC64216
Intermediate Similarity	0.7314	NPC114806
Intermediate Similarity	0.7308	NPC473001
Intermediate Similarity	0.7278	NPC311658
Intermediate Similarity	0.7277	NPC471197
Intermediate Similarity	0.7245	NPC473376
Intermediate Similarity	0.7241	NPC471198
Intermediate Similarity	0.7222	NPC198254
Intermediate Similarity	0.7222	NPC285192
Intermediate Similarity	0.7222	NPC274198
Intermediate Similarity	0.7216	NPC469243
Intermediate Similarity	0.7209	NPC300443
Intermediate Similarity	0.7194	NPC295548
Intermediate Similarity	0.7188	NPC477937
Intermediate Similarity	0.7167	NPC469904
Intermediate Similarity	0.7165	NPC293917
Intermediate Similarity	0.7165	NPC106118
Intermediate Similarity	0.716	NPC209509
Intermediate Similarity	0.7159	NPC104345
Intermediate Similarity	0.7158	NPC276430
Intermediate Similarity	0.7157	NPC248601
Intermediate Similarity	0.715	NPC472542
Intermediate Similarity	0.715	NPC472541
Intermediate Similarity	0.7143	NPC475532
Intermediate Similarity	0.7135	NPC289776
Intermediate Similarity	0.7135	NPC191863
Intermediate Similarity	0.7135	NPC133470
Intermediate Similarity	0.7128	NPC94752
Intermediate Similarity	0.7127	NPC276506
Intermediate Similarity	0.7126	NPC473002
Intermediate Similarity	0.7119	NPC475544
Intermediate Similarity	0.7119	NPC473003
Intermediate Similarity	0.7119	NPC469901
Intermediate Similarity	0.7117	NPC255447
Intermediate Similarity	0.7104	NPC469938
Intermediate Similarity	0.7104	NPC165285
Intermediate Similarity	0.7099	NPC473322
Intermediate Similarity	0.7098	NPC472539
Intermediate Similarity	0.7098	NPC470787
Intermediate Similarity	0.7098	NPC472540
Intermediate Similarity	0.7095	NPC223207
Intermediate Similarity	0.7089	NPC71684
Intermediate Similarity	0.7079	NPC75634
Intermediate Similarity	0.7072	NPC473000
Intermediate Similarity	0.7069	NPC122590
Intermediate Similarity	0.7065	NPC196243
Intermediate Similarity	0.7062	NPC469898
Intermediate Similarity	0.7059	NPC315266
Intermediate Similarity	0.7059	NPC322878
Intermediate Similarity	0.7056	NPC471771
Intermediate Similarity	0.7056	NPC61004
Intermediate Similarity	0.7056	NPC290755
Intermediate Similarity	0.7056	NPC304074
Intermediate Similarity	0.7043	NPC472999
Intermediate Similarity	0.7027	NPC14849
Intermediate Similarity	0.7026	NPC171317
Intermediate Similarity	0.7024	NPC15384
Intermediate Similarity	0.7024	NPC244425
Intermediate Similarity	0.7022	NPC154478
Intermediate Similarity	0.7012	NPC130309
Intermediate Similarity	0.7006	NPC470546
Intermediate Similarity	0.7006	NPC471264
Intermediate Similarity	0.7006	NPC84317
Intermediate Similarity	0.7006	NPC471265
Remote Similarity	0.6995	NPC89987
Remote Similarity	0.6989	NPC473580
Remote Similarity	0.6978	NPC129486
Remote Similarity	0.6974	NPC471199
Remote Similarity	0.6973	NPC469900
Remote Similarity	0.6966	NPC62104
Remote Similarity	0.6966	NPC1390
Remote Similarity	0.6963	NPC213629
Remote Similarity	0.6961	NPC54744
Remote Similarity	0.6961	NPC471663
Remote Similarity	0.6959	NPC313867
Remote Similarity	0.6959	NPC316008
Remote Similarity	0.6954	NPC475168
Remote Similarity	0.6954	NPC7817
Remote Similarity	0.6952	NPC91179
Remote Similarity	0.6943	NPC470545
Remote Similarity	0.6941	NPC161069
Remote Similarity	0.6931	NPC478158
Remote Similarity	0.6927	NPC478157
Remote Similarity	0.6927	NPC471196
Remote Similarity	0.6927	NPC471195
Remote Similarity	0.6927	NPC473298
Remote Similarity	0.6923	NPC472114
Remote Similarity	0.6923	NPC472115
Remote Similarity	0.6919	NPC17698
Remote Similarity	0.6919	NPC314358
Remote Similarity	0.6919	NPC314114
Remote Similarity	0.6919	NPC328611
Remote Similarity	0.6918	NPC200964
Remote Similarity	0.6915	NPC54420
Remote Similarity	0.6911	NPC473815
Remote Similarity	0.6908	NPC281049
Remote Similarity	0.6905	NPC127741
Remote Similarity	0.6902	NPC355
Remote Similarity	0.6901	NPC314388
Remote Similarity	0.6901	NPC315283
Remote Similarity	0.6901	NPC52748
Remote Similarity	0.6898	NPC182057
Remote Similarity	0.6898	NPC131450
Remote Similarity	0.6898	NPC219336
Remote Similarity	0.6898	NPC147298
Remote Similarity	0.6897	NPC2501
Remote Similarity	0.6894	NPC6975
Remote Similarity	0.689	NPC111428
Remote Similarity	0.6884	NPC155143
Remote Similarity	0.6884	NPC471436
Remote Similarity	0.6882	NPC269398
Remote Similarity	0.6882	NPC263493
Remote Similarity	0.6879	NPC470544
Remote Similarity	0.6868	NPC471130
Remote Similarity	0.6865	NPC285622
Remote Similarity	0.6864	NPC98424
Remote Similarity	0.6864	NPC470884
Remote Similarity	0.6864	NPC178662
Remote Similarity	0.6864	NPC92784
Remote Similarity	0.6864	NPC476133
Remote Similarity	0.6863	NPC320968
Remote Similarity	0.6862	NPC153554
Remote Similarity	0.6853	NPC473640
Remote Similarity	0.6848	NPC200589
Remote Similarity	0.6847	NPC162860
Remote Similarity	0.6845	NPC183662
Remote Similarity	0.6845	NPC217372
Remote Similarity	0.6845	NPC474081
Remote Similarity	0.6845	NPC314835
Remote Similarity	0.6845	NPC15573
Remote Similarity	0.6842	NPC316202
Remote Similarity	0.6842	NPC468984
Remote Similarity	0.6839	NPC240130
Remote Similarity	0.6839	NPC61332
Remote Similarity	0.6836	NPC470902
Remote Similarity	0.6834	NPC475506
Remote Similarity	0.6828	NPC248862
Remote Similarity	0.6828	NPC477462
Remote Similarity	0.6824	NPC163392
Remote Similarity	0.6824	NPC239762
Remote Similarity	0.6821	NPC262077
Remote Similarity	0.6816	NPC197743
Remote Similarity	0.6816	NPC297145
Remote Similarity	0.6813	NPC5719
Remote Similarity	0.6813	NPC113056
Remote Similarity	0.6813	NPC217804
Remote Similarity	0.6813	NPC22883
Remote Similarity	0.6813	NPC210377
Remote Similarity	0.6813	NPC138293
Remote Similarity	0.6804	NPC473763
Remote Similarity	0.6804	NPC117244
Remote Similarity	0.6804	NPC243716
Remote Similarity	0.6798	NPC475259
Remote Similarity	0.6798	NPC471950
Remote Similarity	0.6798	NPC470491
Remote Similarity	0.6798	NPC471945
Remote Similarity	0.6796	NPC472102
Remote Similarity	0.6796	NPC309531
Remote Similarity	0.6791	NPC475607
Remote Similarity	0.6782	NPC138775
Remote Similarity	0.6776	NPC15068
Remote Similarity	0.6772	NPC475685
Remote Similarity	0.677	NPC202521
Remote Similarity	0.6765	NPC471951
Remote Similarity	0.6765	NPC471946
Remote Similarity	0.6763	NPC5620
Remote Similarity	0.6761	NPC24370
Remote Similarity	0.6761	NPC319232
Remote Similarity	0.6761	NPC214142
Remote Similarity	0.6758	NPC88970
Remote Similarity	0.6754	NPC228835
Remote Similarity	0.6747	NPC300315
Remote Similarity	0.6744	NPC69843
Remote Similarity	0.6744	NPC95240
Remote Similarity	0.6744	NPC77905
Remote Similarity	0.6743	NPC471820
Remote Similarity	0.6743	NPC471821
Remote Similarity	0.674	NPC36495
Remote Similarity	0.674	NPC276085
Remote Similarity	0.6739	NPC63040
Remote Similarity	0.6738	NPC475594
Remote Similarity	0.6736	NPC94862
Remote Similarity	0.6734	NPC100321
Remote Similarity	0.6732	NPC191817
Remote Similarity	0.6732	NPC475359

Drug Structure

NPD8022 OpenBabel08211712032D 58 60 0 0 1 0 0 0 0 0999 V2000 3.4641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -5.0000 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 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.7224 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.7224 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8564 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8564 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -3.5000 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 4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.1045 0.9945 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 1 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 2.5981 -1.5000 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 0.6386 1.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 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 6.9282 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5897 1.3546 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4307 2.6418 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.9904 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1738 3.3109 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.8564 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 21 1 0 0 0 0 4 21 1 0 0 0 0 5 22 1 0 0 0 0 6 7 2 0 0 0 0 6 9 1 0 0 0 0 7 10 1 0 0 0 0 8 11 1 0 0 0 0 8 16 1 0 0 0 0 9 22 2 0 0 0 0 10 25 2 0 0 0 0 11 28 1 0 0 0 0 12 14 1 0 0 0 0 12 23 2 0 0 0 0 13 15 2 0 0 0 0 13 23 1 0 0 0 0 14 24 2 0 0 0 0 15 24 1 0 0 0 0 16 42 1 0 0 0 0 17 20 1 0 0 0 0 18 23 1 0 0 0 0 18 29 1 0 0 0 0 19 30 1 0 0 0 0 22 25 1 0 0 0 0 24 37 1 0 0 0 0 25 40 1 0 0 0 0 26 17 1 1 0 0 0 26 32 1 0 0 0 0 26 38 1 0 0 0 0 27 19 1 1 0 0 0 27 33 1 0 0 0 0 27 39 1 0 0 0 0 28 35 1 1 0 0 0 28 42 1 0 0 0 0 29 38 2 3 0 0 0 29 43 1 0 0 0 0 30 44 2 0 0 0 0 30 45 1 0 0 0 0 31 21 1 1 0 0 0 31 34 1 0 0 0 0 31 41 1 0 0 0 0 32 39 2 3 0 0 0 32 46 1 0 0 0 0 33 41 2 3 0 0 0 33 47 1 0 0 0 0 34 42 1 0 0 0 0 34 48 2 0 0 0 0 35 49 2 0 0 0 0 35 50 1 0 0 0 0 36 37 1 0 0 0 0 36 40 2 3 0 0 0 36 51 1 0 0 0 0 37 52 1 0 0 0 0 43 53 1 0 0 0 0 45 54 1 0 0 0 0 46 55 1 0 0 0 0 47 56 1 0 0 0 0 50 57 1 0 0 0 0 51 58 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000321
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9961766
ChEBI
CAS Number

Drug Properties

Molecular Weight	708.35
ALogP	-0.5135
MLogP	3.77
XLogP	5.179
HDA	15
HBD	7
Rotatable Bonds	29
TPSA	237.3
RO5 Violation	4