NPASS drugs

Drug Information

Drug ID:	NPD8356
Drug Name:
Molecular Formula:	C43H49N7O10
Canonical SMILES:	CCC1N=C(O)C(N=C(c2ncccc2O)O)C(C)OC(=O)C(N=C(C2N(C(=O)C(N(C(=O)C3N(C1=O)CCC3)C)Cc1ccccc1)CCC(=O)C2)O)c1ccccc1
Standard InCHI:	InChI=1S/C43H49N7O10/c1-4-29-40(56)49-21-12-17-30(49)41(57)48(3)32(23-26-13-7-5-8-14-26)42(58)50-22-19-28(51)24-31(50)37(53)47-35(27-15-9-6-10-16-27)43(59)60-25(2)34(38(54)45-29)46-39(55)36-33(52)18-11-20-44-36/h5-11,13-16,18,20,25,29-32,34-35,52H,4,12,17,19,21-24H2,1-3H3,(H,45,54)(H,46,55)(H,47,53)
Standard InCHIKey:	FEPMHVLSLDOMQC-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8356

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	260
0.1-0.2	1401
0.2-0.3	7289
0.3-0.4	6505
0.4-0.5	11635
0.5-0.6	2186
0.6-0.7	1460
0.7-0.8	147
0.8-0.85	3
0.85-0.9	1
0.9-0.95	2
0.95-1	1

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	0.9801	NPC186351
High Similarity	0.9356	NPC313804
High Similarity	0.9356	NPC315804
High Similarity	0.8812	NPC316403
Intermediate Similarity	0.8056	NPC314270
Intermediate Similarity	0.8045	NPC24370
Intermediate Similarity	0.8045	NPC319232
Intermediate Similarity	0.7991	NPC220852
Intermediate Similarity	0.7965	NPC285343
Intermediate Similarity	0.7911	NPC323752
Intermediate Similarity	0.7792	NPC316224
Intermediate Similarity	0.7768	NPC244536
Intermediate Similarity	0.7754	NPC314882
Intermediate Similarity	0.7727	NPC281049
Intermediate Similarity	0.7669	NPC316110
Intermediate Similarity	0.7669	NPC315893
Intermediate Similarity	0.7669	NPC313587
Intermediate Similarity	0.7652	NPC28945
Intermediate Similarity	0.7625	NPC478006
Intermediate Similarity	0.7591	NPC478157
Intermediate Similarity	0.7582	NPC315467
Intermediate Similarity	0.7551	NPC478010
Intermediate Similarity	0.7551	NPC478009
Intermediate Similarity	0.7544	NPC326363
Intermediate Similarity	0.7542	NPC161801
Intermediate Similarity	0.7523	NPC478158
Intermediate Similarity	0.7511	NPC478141
Intermediate Similarity	0.75	NPC472259
Intermediate Similarity	0.7478	NPC477516
Intermediate Similarity	0.7467	NPC322135
Intermediate Similarity	0.7456	NPC34580
Intermediate Similarity	0.7456	NPC124920
Intermediate Similarity	0.7456	NPC118559
Intermediate Similarity	0.7456	NPC304307
Intermediate Similarity	0.7446	NPC284888
Intermediate Similarity	0.7445	NPC125597
Intermediate Similarity	0.7436	NPC477590
Intermediate Similarity	0.7436	NPC477585
Intermediate Similarity	0.7436	NPC477586
Intermediate Similarity	0.7436	NPC477588
Intermediate Similarity	0.7424	NPC100547
Intermediate Similarity	0.7414	NPC325976
Intermediate Similarity	0.74	NPC478011
Intermediate Similarity	0.74	NPC478012
Intermediate Similarity	0.7398	NPC314056
Intermediate Similarity	0.7393	NPC471448
Intermediate Similarity	0.7391	NPC223409
Intermediate Similarity	0.7391	NPC95240
Intermediate Similarity	0.738	NPC261251
Intermediate Similarity	0.7371	NPC314176
Intermediate Similarity	0.7371	NPC323198
Intermediate Similarity	0.7359	NPC14288
Intermediate Similarity	0.735	NPC477589
Intermediate Similarity	0.735	NPC477587
Intermediate Similarity	0.7349	NPC313421
Intermediate Similarity	0.7346	NPC473763
Intermediate Similarity	0.7346	NPC117244
Intermediate Similarity	0.7339	NPC182222
Intermediate Similarity	0.7336	NPC214142
Intermediate Similarity	0.733	NPC271792
Intermediate Similarity	0.7328	NPC54803
Intermediate Similarity	0.7328	NPC321592
Intermediate Similarity	0.7325	NPC64216
Intermediate Similarity	0.7313	NPC473317
Intermediate Similarity	0.7309	NPC478013
Intermediate Similarity	0.7308	NPC477549
Intermediate Similarity	0.7284	NPC472435
Intermediate Similarity	0.7277	NPC184225
Intermediate Similarity	0.7265	NPC472436
Intermediate Similarity	0.7265	NPC245055
Intermediate Similarity	0.7265	NPC33064
Intermediate Similarity	0.7246	NPC82472
Intermediate Similarity	0.7232	NPC317752
Intermediate Similarity	0.7227	NPC473312
Intermediate Similarity	0.7227	NPC472286
Intermediate Similarity	0.7227	NPC472287
Intermediate Similarity	0.7225	NPC294951
Intermediate Similarity	0.7222	NPC472284
Intermediate Similarity	0.722	NPC469938
Intermediate Similarity	0.722	NPC279871
Intermediate Similarity	0.7217	NPC3715
Intermediate Similarity	0.7202	NPC153400
Intermediate Similarity	0.719	NPC295158
Intermediate Similarity	0.7188	NPC318299
Intermediate Similarity	0.7188	NPC251036
Intermediate Similarity	0.7182	NPC314930
Intermediate Similarity	0.7182	NPC214827
Intermediate Similarity	0.7171	NPC137627
Intermediate Similarity	0.7169	NPC476874
Intermediate Similarity	0.7156	NPC74562
Intermediate Similarity	0.7156	NPC151781
Intermediate Similarity	0.7156	NPC316181
Intermediate Similarity	0.7149	NPC141053
Intermediate Similarity	0.7143	NPC207851
Intermediate Similarity	0.7143	NPC320394
Intermediate Similarity	0.7137	NPC477112
Intermediate Similarity	0.713	NPC162860
Intermediate Similarity	0.7125	NPC75179
Intermediate Similarity	0.7122	NPC253810
Intermediate Similarity	0.7115	NPC194671
Intermediate Similarity	0.7115	NPC269750
Intermediate Similarity	0.711	NPC160127
Intermediate Similarity	0.711	NPC50997
Intermediate Similarity	0.711	NPC123395
Intermediate Similarity	0.7106	NPC89987
Intermediate Similarity	0.7101	NPC474183
Intermediate Similarity	0.7097	NPC473814
Intermediate Similarity	0.7097	NPC78767
Intermediate Similarity	0.7095	NPC472434
Intermediate Similarity	0.7091	NPC57398
Intermediate Similarity	0.709	NPC181081
Intermediate Similarity	0.7085	NPC287208
Intermediate Similarity	0.7085	NPC475024
Intermediate Similarity	0.7083	NPC93390
Intermediate Similarity	0.708	NPC54744
Intermediate Similarity	0.7079	NPC471177
Intermediate Similarity	0.7079	NPC124542
Intermediate Similarity	0.7079	NPC59779
Intermediate Similarity	0.7078	NPC45459
Intermediate Similarity	0.7078	NPC315491
Intermediate Similarity	0.7071	NPC284348
Intermediate Similarity	0.7061	NPC27041
Intermediate Similarity	0.7059	NPC41717
Intermediate Similarity	0.7059	NPC476098
Intermediate Similarity	0.7059	NPC317572
Intermediate Similarity	0.7059	NPC15801
Intermediate Similarity	0.7056	NPC473305
Intermediate Similarity	0.7056	NPC216612
Intermediate Similarity	0.7056	NPC163961
Intermediate Similarity	0.7054	NPC145178
Intermediate Similarity	0.7054	NPC14877
Intermediate Similarity	0.7054	NPC475350
Intermediate Similarity	0.7053	NPC155506
Intermediate Similarity	0.7053	NPC159767
Intermediate Similarity	0.7051	NPC33949
Intermediate Similarity	0.7043	NPC54066
Intermediate Similarity	0.704	NPC54420
Intermediate Similarity	0.7037	NPC230403
Intermediate Similarity	0.7035	NPC75634
Intermediate Similarity	0.7035	NPC111732
Intermediate Similarity	0.7035	NPC472098
Intermediate Similarity	0.7034	NPC328924
Intermediate Similarity	0.7029	NPC41679
Intermediate Similarity	0.7027	NPC314222
Intermediate Similarity	0.7027	NPC196449
Intermediate Similarity	0.7018	NPC74969
Intermediate Similarity	0.7018	NPC322064
Intermediate Similarity	0.7015	NPC116573
Intermediate Similarity	0.7014	NPC182507
Intermediate Similarity	0.701	NPC471178
Intermediate Similarity	0.7009	NPC323244
Intermediate Similarity	0.7005	NPC257142
Intermediate Similarity	0.7005	NPC135950
Intermediate Similarity	0.7	NPC269270
Remote Similarity	0.6995	NPC94752
Remote Similarity	0.699	NPC40234
Remote Similarity	0.6987	NPC184680
Remote Similarity	0.6986	NPC474916
Remote Similarity	0.6986	NPC212213
Remote Similarity	0.6981	NPC471049
Remote Similarity	0.6981	NPC471048
Remote Similarity	0.6981	NPC471050
Remote Similarity	0.6975	NPC170751
Remote Similarity	0.6975	NPC327769
Remote Similarity	0.6974	NPC237740
Remote Similarity	0.6972	NPC109922
Remote Similarity	0.6971	NPC26108
Remote Similarity	0.697	NPC14686
Remote Similarity	0.6964	NPC53344
Remote Similarity	0.6958	NPC470784
Remote Similarity	0.6958	NPC470785
Remote Similarity	0.6957	NPC49195
Remote Similarity	0.6957	NPC230611
Remote Similarity	0.6955	NPC103361
Remote Similarity	0.6951	NPC118832
Remote Similarity	0.6951	NPC47059
Remote Similarity	0.6951	NPC264166
Remote Similarity	0.6951	NPC274291
Remote Similarity	0.6951	NPC165349
Remote Similarity	0.6951	NPC470500
Remote Similarity	0.6951	NPC329708
Remote Similarity	0.6948	NPC241025
Remote Similarity	0.6947	NPC5145
Remote Similarity	0.6946	NPC272549
Remote Similarity	0.6944	NPC152620
Remote Similarity	0.6943	NPC469928
Remote Similarity	0.6941	NPC74153
Remote Similarity	0.6941	NPC90229
Remote Similarity	0.6938	NPC203754
Remote Similarity	0.6938	NPC150048
Remote Similarity	0.6937	NPC211813
Remote Similarity	0.6937	NPC193761
Remote Similarity	0.6936	NPC476491
Remote Similarity	0.6934	NPC143533
Remote Similarity	0.6933	NPC477111
Remote Similarity	0.693	NPC250448
Remote Similarity	0.6927	NPC57994
Remote Similarity	0.6927	NPC289299
Remote Similarity	0.6923	NPC477976
Remote Similarity	0.6923	NPC306804

Drug Structure

NPD8356 OpenBabel08211713012D 64 69 0 0 1 0 0 0 0 0999 V2000 2.7922 5.3083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0829 1.0135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7341 1.2721 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0628 4.6660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8509 -3.7217 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6126 -3.9281 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9014 -3.5144 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5052 -3.0031 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0079 -3.0403 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3539 -4.0297 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9182 -1.8123 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4270 4.3846 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6062 -2.5885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2099 -2.0772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4367 -2.2541 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9251 -3.2435 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7273 3.4604 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8206 -1.4516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5753 -2.9026 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1546 -1.2112 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4551 4.3846 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5699 -1.9308 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6701 -0.0180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8921 -2.9119 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1122 0.9653 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 7.2605 -1.8699 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5298 -2.3557 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7364 -3.3932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2544 3.7132 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.9410 2.8891 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.8867 -1.9401 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.7206 0.1892 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.9594 -0.4897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0951 1.9148 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.1011 -1.5694 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.1958 0.1114 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9339 -2.1316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5994 2.7455 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3346 1.0733 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2257 3.7454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4992 2.0936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3598 -0.7132 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4196 -0.8766 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2934 -0.2493 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3462 3.3675 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8073 2.2755 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9706 -2.0035 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.7688 1.1599 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1548 3.4604 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.7256 -1.4495 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.7417 -4.3650 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8618 -0.1290 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9661 -3.1029 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1370 3.3797 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2370 1.4340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3539 4.7087 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3758 2.5132 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1906 -1.2175 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3760 -1.4347 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 -4.6254 -0.7301 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1410 -3.6164 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0441 4.3345 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0006 0.8329 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 25 1 0 0 0 0 3 48 1 0 0 0 0 4 29 1 0 0 0 0 5 7 2 0 0 0 0 5 8 1 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 13 1 0 0 0 0 8 14 2 0 0 0 0 9 15 1 0 0 0 0 10 16 2 0 0 0 0 11 18 2 0 0 0 0 11 20 1 0 0 0 0 12 17 1 0 0 0 0 12 21 1 0 0 0 0 13 26 2 0 0 0 0 14 26 1 0 0 0 0 15 27 2 0 0 0 0 16 27 1 0 0 0 0 17 30 1 0 0 0 0 18 33 1 0 0 0 0 19 22 1 0 0 0 0 19 28 1 0 0 0 0 20 44 2 0 0 0 0 21 49 1 0 0 0 0 22 50 1 0 0 0 0 23 26 1 0 0 0 0 23 32 1 0 0 0 0 24 28 1 0 0 0 0 24 31 1 0 0 0 0 25 34 1 0 0 0 0 25 60 1 0 0 0 0 27 35 1 0 0 0 0 28 51 2 0 0 0 0 29 40 1 0 0 0 0 29 45 1 0 0 0 0 30 41 1 0 0 0 0 30 49 1 0 0 0 0 31 37 1 0 0 0 0 31 50 1 0 0 0 0 32 42 1 0 0 0 0 32 48 1 0 0 0 0 33 36 2 0 0 0 0 33 52 1 0 0 0 0 34 38 1 0 0 0 0 34 46 1 0 0 0 0 35 43 1 0 0 0 0 35 47 1 0 0 0 0 36 39 1 0 0 0 0 36 44 1 0 0 0 0 37 47 2 3 0 0 0 37 53 1 0 0 0 0 38 45 2 3 0 0 0 38 54 1 0 0 0 0 39 46 2 3 0 0 0 39 55 1 0 0 0 0 40 49 1 0 0 0 0 40 56 2 0 0 0 0 41 48 1 0 0 0 0 41 57 2 0 0 0 0 42 50 1 0 0 0 0 42 58 2 0 0 0 0 43 59 2 0 0 0 0 43 60 1 0 0 0 0 52 61 1 0 0 0 0 53 62 1 0 0 0 0 54 63 1 0 0 0 0 55 64 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001649; DNAP001663
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	24847675; 11979535
ChEBI
CAS Number

Drug Properties

Molecular Weight	823.35
ALogP	-4.4613
MLogP	4.32
XLogP	4.986
HDA	16
HBD	4
Rotatable Bonds	13
TPSA	235.19
RO5 Violation	1