NPASS drugs

Drug Information

Drug ID:	NPD8163
Drug Name:
Molecular Formula:	C39H48N8O14
Canonical SMILES:	OC[C@@H](C(=O)O)N=C([C@@H](N=C(CN=C([C@@H](N=C(CCC(=O)OC[N+]1(CCOCC1)c1cc(=O)c2c(o1)c(ccc2)c1ccccc1)O)CCCNC(=N)N)O)O)CC(=O)O)O
Standard InCHI:	InChI=1S/C39H48N8O14/c40-39(41)42-13-5-10-26(36(55)43-20-31(51)45-27(18-33(52)53)37(56)46-28(21-48)38(57)58)44-30(50)11-12-34(54)60-22-47(14-16-59-17-15-47)32-19-29(49)25-9-4-8-24(35(25)61-32)23-6-2-1-3-7-23/h1-4,6-9,19,26-28,48H,5,10-18,20-22H2,(H9-,40,41,42,43,44,45,46,50,51,52,53,55,56,57,58)/p+1/t26-,27-,28-/m0/s1
Standard InCHIKey:	SVNJBEMPMKWDCO-KCHLEUMXSA-O
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8163

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	213
0.1-0.2	1014
0.2-0.3	3647
0.3-0.4	8648
0.4-0.5	5399
0.5-0.6	11058
0.6-0.7	899
0.7-0.8	12
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	0.7525	NPC61332
Intermediate Similarity	0.7525	NPC240130
Intermediate Similarity	0.7438	NPC477550
Intermediate Similarity	0.7438	NPC477552
Intermediate Similarity	0.7366	NPC477551
Intermediate Similarity	0.7178	NPC469437
Intermediate Similarity	0.7109	NPC314946
Intermediate Similarity	0.7073	NPC302715
Intermediate Similarity	0.7059	NPC252156
Intermediate Similarity	0.7019	NPC83019
Intermediate Similarity	0.7	NPC473404
Intermediate Similarity	0.7	NPC309692
Remote Similarity	0.6986	NPC313582
Remote Similarity	0.6971	NPC204580
Remote Similarity	0.6919	NPC316164
Remote Similarity	0.6897	NPC235194
Remote Similarity	0.6897	NPC299806
Remote Similarity	0.6889	NPC314987
Remote Similarity	0.6872	NPC476661
Remote Similarity	0.6872	NPC473450
Remote Similarity	0.6861	NPC478008
Remote Similarity	0.6853	NPC274198
Remote Similarity	0.6853	NPC198254
Remote Similarity	0.6853	NPC276506
Remote Similarity	0.6845	NPC283207
Remote Similarity	0.684	NPC476662
Remote Similarity	0.6837	NPC219350
Remote Similarity	0.6837	NPC194699
Remote Similarity	0.6829	NPC94862
Remote Similarity	0.6816	NPC194671
Remote Similarity	0.6816	NPC269750
Remote Similarity	0.6814	NPC128683
Remote Similarity	0.68	NPC196243
Remote Similarity	0.68	NPC129578
Remote Similarity	0.6796	NPC102959
Remote Similarity	0.6796	NPC329790
Remote Similarity	0.6791	NPC246303
Remote Similarity	0.6787	NPC328856
Remote Similarity	0.6787	NPC321226
Remote Similarity	0.6787	NPC478046
Remote Similarity	0.6787	NPC180210
Remote Similarity	0.6787	NPC314914
Remote Similarity	0.6787	NPC478047
Remote Similarity	0.6784	NPC306804
Remote Similarity	0.6771	NPC478007
Remote Similarity	0.6771	NPC170101
Remote Similarity	0.6769	NPC22014
Remote Similarity	0.6768	NPC40234
Remote Similarity	0.6763	NPC60516
Remote Similarity	0.6759	NPC314596
Remote Similarity	0.6757	NPC316368
Remote Similarity	0.6757	NPC284236
Remote Similarity	0.6753	NPC114806
Remote Similarity	0.675	NPC279871
Remote Similarity	0.675	NPC17698
Remote Similarity	0.675	NPC158277
Remote Similarity	0.6746	NPC328763
Remote Similarity	0.6742	NPC478048
Remote Similarity	0.6732	NPC315542
Remote Similarity	0.6728	NPC478005
Remote Similarity	0.6716	NPC50016
Remote Similarity	0.6712	NPC326333
Remote Similarity	0.6712	NPC277306
Remote Similarity	0.6712	NPC469442
Remote Similarity	0.6701	NPC24617
Remote Similarity	0.67	NPC248670
Remote Similarity	0.6683	NPC196091
Remote Similarity	0.6682	NPC257266
Remote Similarity	0.6667	NPC314083
Remote Similarity	0.6667	NPC327005
Remote Similarity	0.6667	NPC476227
Remote Similarity	0.6652	NPC315253
Remote Similarity	0.6652	NPC25539
Remote Similarity	0.6652	NPC326027
Remote Similarity	0.6651	NPC257728
Remote Similarity	0.6651	NPC248822
Remote Similarity	0.665	NPC97526
Remote Similarity	0.665	NPC475421
Remote Similarity	0.665	NPC119652
Remote Similarity	0.6649	NPC214988
Remote Similarity	0.6649	NPC300443
Remote Similarity	0.6635	NPC469816
Remote Similarity	0.6635	NPC469815
Remote Similarity	0.6635	NPC264938
Remote Similarity	0.6633	NPC280022
Remote Similarity	0.6621	NPC153365
Remote Similarity	0.662	NPC323662
Remote Similarity	0.6618	NPC475409
Remote Similarity	0.6618	NPC153554
Remote Similarity	0.6618	NPC475564
Remote Similarity	0.6618	NPC170302
Remote Similarity	0.6617	NPC137627
Remote Similarity	0.6617	NPC475532
Remote Similarity	0.6616	NPC254700
Remote Similarity	0.6606	NPC478075
Remote Similarity	0.6604	NPC125924
Remote Similarity	0.6602	NPC294951
Remote Similarity	0.6602	NPC473562
Remote Similarity	0.6601	NPC473546
Remote Similarity	0.66	NPC46009
Remote Similarity	0.66	NPC473693
Remote Similarity	0.66	NPC471568
Remote Similarity	0.6584	NPC159767
Remote Similarity	0.6584	NPC155506
Remote Similarity	0.6584	NPC165285
Remote Similarity	0.6583	NPC473502
Remote Similarity	0.6582	NPC475544
Remote Similarity	0.6582	NPC476443
Remote Similarity	0.6582	NPC133817
Remote Similarity	0.6582	NPC469243
Remote Similarity	0.6571	NPC473378
Remote Similarity	0.6571	NPC473407
Remote Similarity	0.6569	NPC45037
Remote Similarity	0.6567	NPC230611
Remote Similarity	0.6566	NPC158900
Remote Similarity	0.6566	NPC223207
Remote Similarity	0.6564	NPC56635
Remote Similarity	0.6559	NPC48202
Remote Similarity	0.6557	NPC477632
Remote Similarity	0.6557	NPC477638
Remote Similarity	0.6553	NPC167763
Remote Similarity	0.6553	NPC470112
Remote Similarity	0.6553	NPC470903
Remote Similarity	0.655	NPC66490
Remote Similarity	0.6542	NPC316412
Remote Similarity	0.6542	NPC315351
Remote Similarity	0.6535	NPC273755
Remote Similarity	0.6535	NPC474881
Remote Similarity	0.6533	NPC471771
Remote Similarity	0.6533	NPC290755
Remote Similarity	0.6533	NPC304074
Remote Similarity	0.6531	NPC319320
Remote Similarity	0.6531	NPC287757
Remote Similarity	0.6531	NPC62104
Remote Similarity	0.6531	NPC1390
Remote Similarity	0.6526	NPC329295
Remote Similarity	0.6517	NPC475123
Remote Similarity	0.6517	NPC475204
Remote Similarity	0.6515	NPC313299
Remote Similarity	0.6514	NPC314941
Remote Similarity	0.6512	NPC123859
Remote Similarity	0.6512	NPC42286
Remote Similarity	0.6507	NPC295531
Remote Similarity	0.6502	NPC473402
Remote Similarity	0.6502	NPC471165
Remote Similarity	0.65	NPC107938
Remote Similarity	0.65	NPC294516
Remote Similarity	0.6481	NPC469443
Remote Similarity	0.6481	NPC109403
Remote Similarity	0.6481	NPC314738
Remote Similarity	0.6481	NPC313274
Remote Similarity	0.6481	NPC261012
Remote Similarity	0.648	NPC207675
Remote Similarity	0.648	NPC212699
Remote Similarity	0.6474	NPC314114
Remote Similarity	0.6473	NPC469973
Remote Similarity	0.6471	NPC293347
Remote Similarity	0.6468	NPC17160
Remote Similarity	0.6468	NPC186617
Remote Similarity	0.6468	NPC129486
Remote Similarity	0.6468	NPC313720
Remote Similarity	0.6462	NPC473580
Remote Similarity	0.6459	NPC276120
Remote Similarity	0.6458	NPC245974
Remote Similarity	0.6452	NPC214368
Remote Similarity	0.6449	NPC477639
Remote Similarity	0.6445	NPC473305
Remote Similarity	0.6445	NPC163961
Remote Similarity	0.6442	NPC471049
Remote Similarity	0.6442	NPC471048
Remote Similarity	0.6442	NPC471050
Remote Similarity	0.644	NPC247298
Remote Similarity	0.6439	NPC315406
Remote Similarity	0.6439	NPC329992
Remote Similarity	0.6432	NPC267237
Remote Similarity	0.6429	NPC311753
Remote Similarity	0.6425	NPC315889
Remote Similarity	0.6425	NPC324081
Remote Similarity	0.6425	NPC329816
Remote Similarity	0.6422	NPC473354
Remote Similarity	0.6422	NPC26108
Remote Similarity	0.6416	NPC471197
Remote Similarity	0.6415	NPC28510
Remote Similarity	0.6408	NPC221792
Remote Similarity	0.6406	NPC242728
Remote Similarity	0.6402	NPC83289
Remote Similarity	0.6402	NPC189724
Remote Similarity	0.6402	NPC212850
Remote Similarity	0.64	NPC210377
Remote Similarity	0.64	NPC22883
Remote Similarity	0.64	NPC5719
Remote Similarity	0.64	NPC217804
Remote Similarity	0.64	NPC472923
Remote Similarity	0.6396	NPC46990
Remote Similarity	0.6396	NPC324850
Remote Similarity	0.639	NPC227683
Remote Similarity	0.6389	NPC124302
Remote Similarity	0.6389	NPC70290
Remote Similarity	0.6389	NPC215098
Remote Similarity	0.6389	NPC14622

Drug Structure

NPD8163 OpenBabel08211713002D 72 75 0 0 1 0 0 0 0 0999 V2000 3.4641 -0.0000 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 3.4641 1.0000 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 -0.0829 -7.4487 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 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8410 -7.8314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1667 -4.6309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2428 -4.2483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2134 -6.4572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6072 -2.4659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8320 -1.2412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3143 -3.1730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5391 -1.9483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2870 -12.1798 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 3.6126 -8.9794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8520 -12.7191 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0579 -1.8827 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 1.6344 -7.2226 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0803 -11.5711 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.0586 -13.3279 0.0000 C 0 0 1 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 2.2972 -5.6224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7432 -9.9708 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 1.3631 -11.7971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1123 -3.2568 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 2.5582 -7.6053 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0042 -11.9537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1892 -14.3193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9306 -6.6833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8001 -7.6747 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8545 -6.3006 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.1373 -6.0745 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6888 -8.5967 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5038 -6.2311 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9498 -10.5796 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1348 -12.9452 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 6.7759 -13.1018 0.0000 O 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 3.2211 -6.0051 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6671 -10.3535 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5698 -12.4059 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2326 -10.8057 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9056 -2.6481 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3516 -6.9965 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7976 -11.3450 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3958 -14.9281 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1130 -14.7020 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2802 -2.9142 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1884 -2.8741 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5935 -8.2835 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6479 -6.9094 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9850 -5.3092 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2678 -5.0831 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5692 -12.4930 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0144 -5.3963 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4604 -9.7448 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3087 -10.4230 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2755 -7.3792 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7215 -11.7277 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2436 -15.6934 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 2 0 0 0 0 4 8 2 0 0 0 0 4 9 1 0 0 0 0 5 10 1 0 0 0 0 5 13 1 0 0 0 0 6 23 2 0 0 0 0 7 23 1 0 0 0 0 8 24 1 0 0 0 0 9 25 2 0 0 0 0 11 12 1 0 0 0 0 11 30 1 0 0 0 0 12 34 1 0 0 0 0 13 42 1 0 0 0 0 14 16 1 0 0 0 0 14 47 1 0 0 0 0 15 17 1 0 0 0 0 15 47 1 0 0 0 0 16 59 1 0 0 0 0 17 59 1 0 0 0 0 18 33 1 0 0 0 0 19 29 1 0 0 0 0 19 32 2 0 0 0 0 20 31 1 0 0 0 0 20 43 1 0 0 0 0 21 48 1 0 0 0 0 22 47 1 0 0 0 0 22 60 1 0 0 0 0 23 24 1 0 0 0 0 24 35 2 0 0 0 0 25 29 1 0 0 0 0 25 35 1 0 0 0 0 26 10 1 6 0 0 0 26 36 1 0 0 0 0 26 44 1 0 0 0 0 27 18 1 6 0 0 0 27 37 1 0 0 0 0 27 45 1 0 0 0 0 28 21 1 1 0 0 0 28 38 1 0 0 0 0 28 46 1 0 0 0 0 29 49 2 0 0 0 0 30 44 2 3 0 0 0 30 50 1 0 0 0 0 31 45 2 3 0 0 0 31 51 1 0 0 0 0 32 47 1 0 0 0 0 32 61 1 0 0 0 0 33 52 2 0 0 0 0 33 53 1 0 0 0 0 34 54 2 0 0 0 0 34 60 1 0 0 0 0 35 61 1 0 0 0 0 36 43 2 3 0 0 0 36 55 1 0 0 0 0 37 46 2 3 0 0 0 37 56 1 0 0 0 0 38 57 2 0 0 0 0 38 58 1 0 0 0 0 39 40 2 0 0 0 0 39 41 1 0 0 0 0 39 42 1 0 0 0 0 40 62 1 0 0 0 0 41 63 1 0 0 0 0 41 64 1 0 0 0 0 42 65 1 0 0 0 0 48 66 1 0 0 0 0 50 67 1 0 0 0 0 51 68 1 0 0 0 0 53 69 1 0 0 0 0 55 70 1 0 0 0 0 56 71 1 0 0 0 0 58 72 1 0 0 0 0 M CHG 1 47 1 M END $$$$

External Identifiers

TTD	DCL000228
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16757571
ChEBI
CAS Number

Drug Properties

Molecular Weight	853.34
ALogP	-4.542
MLogP	3.33
XLogP	-1.02
HDA	20
HBD	10
Rotatable Bonds	32
TPSA	348.92
RO5 Violation	3