NPASS drugs

Drug Information

Drug ID:	NPD6023
Drug Name:	P-0654
Molecular Formula:	C24H31N5O8S
Canonical SMILES:	OCC1OC(C(C1O)O)n1c(SC[C@@H](COc2ccc(cc2)C(=O)OC(C)(C)C)O)nc2c1ncnc2N
Standard InCHI:	InChI=1S/C24H31N5O8S/c1-24(2,3)37-22(34)12-4-6-14(7-5-12)35-9-13(31)10-38-23-28-16-19(25)26-11-27-20(16)29(23)21-18(33)17(32)15(8-30)36-21/h4-7,11,13,15,17-18,21,30-33H,8-10H2,1-3H3,(H2,25,26,27)/t13-,15?,17?,18?,21?/m1/s1
Standard InCHIKey:	DGYWLFRDMXOGIX-NDTDQGAOSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6023

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	333
0.1-0.2	2247
0.2-0.3	8476
0.3-0.4	5498
0.4-0.5	11957
0.5-0.6	2159
0.6-0.7	217
0.7-0.8	2
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	0.8243	NPC160666
Intermediate Similarity	0.7899	NPC250178
Intermediate Similarity	0.7891	NPC150447
Remote Similarity	0.6948	NPC50511
Remote Similarity	0.6926	NPC115595
Remote Similarity	0.6899	NPC21461
Remote Similarity	0.6894	NPC477806
Remote Similarity	0.6894	NPC477805
Remote Similarity	0.6894	NPC477796
Remote Similarity	0.6894	NPC477795
Remote Similarity	0.6838	NPC472436
Remote Similarity	0.6828	NPC51854
Remote Similarity	0.6803	NPC276373
Remote Similarity	0.6791	NPC9729
Remote Similarity	0.679	NPC472435
Remote Similarity	0.6783	NPC107160
Remote Similarity	0.6776	NPC5802
Remote Similarity	0.6748	NPC157821
Remote Similarity	0.6726	NPC478011
Remote Similarity	0.6702	NPC314176
Remote Similarity	0.6693	NPC242923
Remote Similarity	0.6679	NPC472434
Remote Similarity	0.6655	NPC314056
Remote Similarity	0.6608	NPC478012
Remote Similarity	0.659	NPC187145
Remote Similarity	0.6584	NPC478013
Remote Similarity	0.6576	NPC308906
Remote Similarity	0.6574	NPC477633
Remote Similarity	0.6567	NPC99891
Remote Similarity	0.6566	NPC158055
Remote Similarity	0.6513	NPC35761
Remote Similarity	0.6507	NPC472068
Remote Similarity	0.6506	NPC148889
Remote Similarity	0.6502	NPC237978
Remote Similarity	0.6498	NPC258048
Remote Similarity	0.6481	NPC124300
Remote Similarity	0.6475	NPC74619
Remote Similarity	0.6471	NPC310618
Remote Similarity	0.646	NPC472066
Remote Similarity	0.646	NPC165964
Remote Similarity	0.646	NPC472031
Remote Similarity	0.646	NPC472067
Remote Similarity	0.6458	NPC291609
Remote Similarity	0.6449	NPC314882
Remote Similarity	0.6448	NPC136924
Remote Similarity	0.6448	NPC48317
Remote Similarity	0.6439	NPC315822
Remote Similarity	0.6437	NPC46970
Remote Similarity	0.6429	NPC328924
Remote Similarity	0.6426	NPC475301
Remote Similarity	0.6426	NPC326930
Remote Similarity	0.6423	NPC280638
Remote Similarity	0.6421	NPC295452
Remote Similarity	0.6421	NPC39092
Remote Similarity	0.6421	NPC171393
Remote Similarity	0.6411	NPC477634
Remote Similarity	0.6406	NPC328928
Remote Similarity	0.6403	NPC13603
Remote Similarity	0.6402	NPC323244
Remote Similarity	0.6396	NPC315467
Remote Similarity	0.6393	NPC473833
Remote Similarity	0.6391	NPC179896
Remote Similarity	0.6382	NPC315411
Remote Similarity	0.638	NPC63109
Remote Similarity	0.6377	NPC473800
Remote Similarity	0.6373	NPC478009
Remote Similarity	0.6367	NPC85879
Remote Similarity	0.6367	NPC53255
Remote Similarity	0.6347	NPC471614
Remote Similarity	0.6337	NPC316756
Remote Similarity	0.6335	NPC54537
Remote Similarity	0.6332	NPC62995
Remote Similarity	0.632	NPC208898
Remote Similarity	0.6308	NPC12100
Remote Similarity	0.6299	NPC478006
Remote Similarity	0.6299	NPC472287
Remote Similarity	0.6299	NPC129897
Remote Similarity	0.6299	NPC472286
Remote Similarity	0.6298	NPC54066
Remote Similarity	0.629	NPC471978
Remote Similarity	0.6284	NPC315061
Remote Similarity	0.6274	NPC60621
Remote Similarity	0.6272	NPC473639
Remote Similarity	0.6269	NPC260434
Remote Similarity	0.6268	NPC475315
Remote Similarity	0.6268	NPC324619
Remote Similarity	0.6266	NPC216507
Remote Similarity	0.6259	NPC478010
Remote Similarity	0.6259	NPC182222
Remote Similarity	0.6255	NPC24589
Remote Similarity	0.6254	NPC215837
Remote Similarity	0.6245	NPC78941
Remote Similarity	0.6245	NPC282458
Remote Similarity	0.6236	NPC57453
Remote Similarity	0.6233	NPC472789
Remote Similarity	0.6232	NPC475533
Remote Similarity	0.6232	NPC58209
Remote Similarity	0.6228	NPC318068
Remote Similarity	0.6228	NPC313966
Remote Similarity	0.6228	NPC314254
Remote Similarity	0.6226	NPC470900
Remote Similarity	0.6224	NPC471979
Remote Similarity	0.6222	NPC220852
Remote Similarity	0.6221	NPC467439
Remote Similarity	0.622	NPC103388
Remote Similarity	0.6219	NPC191489
Remote Similarity	0.6217	NPC244536
Remote Similarity	0.6214	NPC471015
Remote Similarity	0.6212	NPC17305
Remote Similarity	0.6203	NPC21638
Remote Similarity	0.6201	NPC56271
Remote Similarity	0.6199	NPC223223
Remote Similarity	0.6195	NPC115282
Remote Similarity	0.6194	NPC66777
Remote Similarity	0.6192	NPC303374
Remote Similarity	0.619	NPC196449
Remote Similarity	0.619	NPC314222
Remote Similarity	0.619	NPC30540
Remote Similarity	0.6189	NPC315634
Remote Similarity	0.6189	NPC100734
Remote Similarity	0.6189	NPC88923
Remote Similarity	0.6183	NPC312645
Remote Similarity	0.6182	NPC197881
Remote Similarity	0.6164	NPC470901
Remote Similarity	0.6162	NPC473105
Remote Similarity	0.616	NPC469594
Remote Similarity	0.6159	NPC316224
Remote Similarity	0.6159	NPC75179
Remote Similarity	0.6157	NPC110151
Remote Similarity	0.6154	NPC285343
Remote Similarity	0.6154	NPC28945
Remote Similarity	0.6154	NPC471603
Remote Similarity	0.6151	NPC161801
Remote Similarity	0.6148	NPC193238
Remote Similarity	0.6145	NPC475844
Remote Similarity	0.6142	NPC471615
Remote Similarity	0.6137	NPC148896
Remote Similarity	0.6137	NPC471013
Remote Similarity	0.6137	NPC180668
Remote Similarity	0.6134	NPC471762
Remote Similarity	0.6131	NPC101350
Remote Similarity	0.6125	NPC475720
Remote Similarity	0.6125	NPC474192
Remote Similarity	0.6118	NPC325906
Remote Similarity	0.6113	NPC313514
Remote Similarity	0.6113	NPC472099
Remote Similarity	0.6111	NPC227824
Remote Similarity	0.6107	NPC477635
Remote Similarity	0.6107	NPC10904
Remote Similarity	0.6107	NPC477630
Remote Similarity	0.6105	NPC122436
Remote Similarity	0.6105	NPC41982
Remote Similarity	0.6101	NPC188400
Remote Similarity	0.61	NPC469589
Remote Similarity	0.6098	NPC152620
Remote Similarity	0.6096	NPC471303
Remote Similarity	0.6096	NPC77101
Remote Similarity	0.6095	NPC235685
Remote Similarity	0.6092	NPC244856
Remote Similarity	0.6087	NPC472284
Remote Similarity	0.6076	NPC324484
Remote Similarity	0.6073	NPC470784
Remote Similarity	0.6073	NPC470785
Remote Similarity	0.6073	NPC474183
Remote Similarity	0.6071	NPC63971
Remote Similarity	0.6071	NPC91868
Remote Similarity	0.6069	NPC306644
Remote Similarity	0.6069	NPC89508
Remote Similarity	0.6069	NPC236424
Remote Similarity	0.6067	NPC478141
Remote Similarity	0.6066	NPC89987
Remote Similarity	0.6063	NPC474767
Remote Similarity	0.6063	NPC140284
Remote Similarity	0.6063	NPC75609
Remote Similarity	0.6059	NPC473506
Remote Similarity	0.6057	NPC477420
Remote Similarity	0.6057	NPC477418
Remote Similarity	0.6056	NPC79293
Remote Similarity	0.6056	NPC279401
Remote Similarity	0.6053	NPC128115
Remote Similarity	0.6053	NPC478007
Remote Similarity	0.6052	NPC116622
Remote Similarity	0.6046	NPC274842
Remote Similarity	0.6045	NPC130570
Remote Similarity	0.6044	NPC329631
Remote Similarity	0.6042	NPC329982
Remote Similarity	0.6039	NPC79223
Remote Similarity	0.6038	NPC314270
Remote Similarity	0.6037	NPC157931
Remote Similarity	0.6036	NPC184680
Remote Similarity	0.6036	NPC476995
Remote Similarity	0.6031	NPC472098
Remote Similarity	0.6031	NPC111732
Remote Similarity	0.6023	NPC288349
Remote Similarity	0.6023	NPC243850
Remote Similarity	0.6022	NPC475137
Remote Similarity	0.6022	NPC97746
Remote Similarity	0.6022	NPC475498
Remote Similarity	0.6022	NPC327769
Remote Similarity	0.6022	NPC125597

Drug Structure

NPD6023 OpenBabel08211708292D 44 47 0 0 1 0 0 0 0 0999 V2000 6.5878 -7.0052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7218 -6.5052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5878 -6.0052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5878 -2.5411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0878 -3.4071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5878 -2.5411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.5201 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0878 -3.4071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 0.0570 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 2.5691 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2601 2.2601 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.2601 1.2601 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.8171 -1.8090 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 0.3090 0.9511 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 6.5878 -4.2731 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5878 -6.0052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 -2.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 0.1910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.6180 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 0.6691 4.2633 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5878 0.9230 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0691 2.8479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0691 0.6723 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5878 -4.2731 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5878 -0.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2788 1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0878 -5.1391 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 -0.8090 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -3.3090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -3.3090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6473 4.0554 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5878 0.9230 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9826 2.4411 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9826 1.0790 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 24 1 0 0 0 0 3 24 1 0 0 0 0 4 6 1 0 0 0 0 4 12 2 0 0 0 0 5 7 2 0 0 0 0 5 12 1 0 0 0 0 6 14 2 0 0 0 0 7 14 1 0 0 0 0 8 15 1 0 0 0 0 8 30 1 0 0 0 0 9 35 1 0 0 0 0 10 13 1 0 0 0 0 10 38 1 0 0 0 0 11 26 2 0 0 0 0 11 27 1 0 0 0 0 12 22 1 0 0 0 0 13 9 1 6 0 0 0 13 31 1 0 0 0 0 14 35 1 0 0 0 0 15 17 1 0 0 0 0 15 36 1 0 0 0 0 16 19 2 0 0 0 0 16 20 1 0 0 0 0 16 28 1 0 0 0 0 17 18 1 0 0 0 0 17 32 1 0 0 0 0 18 21 1 0 0 0 0 18 33 1 0 0 0 0 19 25 1 0 0 0 0 19 26 1 0 0 0 0 20 27 2 0 0 0 0 20 29 1 0 0 0 0 21 29 1 0 0 0 0 21 36 1 0 0 0 0 22 34 2 0 0 0 0 22 37 1 0 0 0 0 23 28 2 0 0 0 0 23 29 1 0 0 0 0 23 38 1 0 0 0 0 24 37 1 0 0 0 0 25 39 1 0 0 0 0 25 40 1 0 0 0 0 30 41 1 0 0 0 0 31 42 1 0 0 0 0 32 43 1 0 0 0 0 33 44 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008934
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	549.19
ALogP	-1.3876
MLogP	2.56
XLogP	1.241
HDA	12
HBD	5
Rotatable Bonds	19
TPSA	220.6
RO5 Violation	2