NPASS drugs

Drug Information

Drug ID:	NPD6349
Drug Name:	Oprozomib; ONX-0912
Molecular Formula:	C25H32N4O7S
Canonical SMILES:	COC[C@@H](C(=N[C@H](C(=O)[C@]1(C)OC1)Cc1ccccc1)O)N=C([C@@H](N=C(c1cnc(s1)C)O)COC)O
Standard InCHI:	InChI=1S/C25H32N4O7S/c1-15-26-11-20(37-15)24(33)29-19(13-35-4)23(32)28-18(12-34-3)22(31)27-17(21(30)25(2)14-36-25)10-16-8-6-5-7-9-16/h5-9,11,17-19H,10,12-14H2,1-4H3,(H,27,31)(H,28,32)(H,29,33)/t17-,18-,19-,25+/m0/s1
Standard InCHIKey:	SWZXEVABPLUDIO-WSZYKNRRSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6349

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	170
0.1-0.2	1078
0.2-0.3	6187
0.3-0.4	15031
0.4-0.5	6272
0.5-0.6	2027
0.6-0.7	118
0.7-0.8	7
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	0.7937	NPC239660
Intermediate Similarity	0.7937	NPC106235
Intermediate Similarity	0.7688	NPC161143
Intermediate Similarity	0.7371	NPC165538
Intermediate Similarity	0.7358	NPC122427
Intermediate Similarity	0.7268	NPC329961
Intermediate Similarity	0.7094	NPC75498
Remote Similarity	0.6923	NPC14877
Remote Similarity	0.6923	NPC475350
Remote Similarity	0.6923	NPC145178
Remote Similarity	0.6878	NPC24990
Remote Similarity	0.6825	NPC251036
Remote Similarity	0.6731	NPC257511
Remote Similarity	0.6667	NPC161242
Remote Similarity	0.6599	NPC229160
Remote Similarity	0.6599	NPC25316
Remote Similarity	0.6599	NPC263485
Remote Similarity	0.6582	NPC475534
Remote Similarity	0.6582	NPC476080
Remote Similarity	0.658	NPC476103
Remote Similarity	0.6562	NPC475920
Remote Similarity	0.6555	NPC476874
Remote Similarity	0.655	NPC96016
Remote Similarity	0.6548	NPC475330
Remote Similarity	0.6522	NPC149708
Remote Similarity	0.6515	NPC174652
Remote Similarity	0.6471	NPC473763
Remote Similarity	0.6471	NPC117244
Remote Similarity	0.6436	NPC235684
Remote Similarity	0.6404	NPC248283
Remote Similarity	0.6402	NPC258062
Remote Similarity	0.6396	NPC469938
Remote Similarity	0.6355	NPC225821
Remote Similarity	0.6344	NPC469858
Remote Similarity	0.625	NPC127677
Remote Similarity	0.6244	NPC238242
Remote Similarity	0.6221	NPC271862
Remote Similarity	0.6221	NPC478158
Remote Similarity	0.6216	NPC314270
Remote Similarity	0.6215	NPC98715
Remote Similarity	0.6211	NPC57690
Remote Similarity	0.621	NPC87856
Remote Similarity	0.6207	NPC163055
Remote Similarity	0.6204	NPC46225
Remote Similarity	0.62	NPC267885
Remote Similarity	0.6199	NPC132211
Remote Similarity	0.6199	NPC203614
Remote Similarity	0.6197	NPC475506
Remote Similarity	0.619	NPC11445
Remote Similarity	0.6188	NPC315804
Remote Similarity	0.6188	NPC313804
Remote Similarity	0.6168	NPC155143
Remote Similarity	0.615	NPC203468
Remote Similarity	0.615	NPC149155
Remote Similarity	0.615	NPC110500
Remote Similarity	0.6143	NPC195239
Remote Similarity	0.6143	NPC157828
Remote Similarity	0.6143	NPC294693
Remote Similarity	0.6142	NPC160105
Remote Similarity	0.614	NPC143325
Remote Similarity	0.6139	NPC248041
Remote Similarity	0.6139	NPC126709
Remote Similarity	0.6139	NPC283219
Remote Similarity	0.6133	NPC2395
Remote Similarity	0.6132	NPC473640
Remote Similarity	0.6132	NPC102008
Remote Similarity	0.6129	NPC323927
Remote Similarity	0.6124	NPC471448
Remote Similarity	0.6123	NPC235885
Remote Similarity	0.6122	NPC311276
Remote Similarity	0.6109	NPC54744
Remote Similarity	0.6109	NPC229348
Remote Similarity	0.6108	NPC471997
Remote Similarity	0.6104	NPC475196
Remote Similarity	0.61	NPC314603
Remote Similarity	0.6098	NPC207851
Remote Similarity	0.6098	NPC46895
Remote Similarity	0.6096	NPC267926
Remote Similarity	0.6093	NPC193761
Remote Similarity	0.6089	NPC248454
Remote Similarity	0.6085	NPC272483
Remote Similarity	0.6085	NPC283783
Remote Similarity	0.6081	NPC478157
Remote Similarity	0.6078	NPC323752
Remote Similarity	0.6073	NPC223791
Remote Similarity	0.6073	NPC107077
Remote Similarity	0.6073	NPC472752
Remote Similarity	0.6071	NPC281049
Remote Similarity	0.6068	NPC49051
Remote Similarity	0.6068	NPC295158
Remote Similarity	0.6068	NPC62510
Remote Similarity	0.6063	NPC151976
Remote Similarity	0.6059	NPC55772
Remote Similarity	0.6058	NPC213629
Remote Similarity	0.6058	NPC321708
Remote Similarity	0.6054	NPC269398
Remote Similarity	0.6054	NPC204491
Remote Similarity	0.6054	NPC263493
Remote Similarity	0.6053	NPC141428
Remote Similarity	0.6047	NPC54537
Remote Similarity	0.6041	NPC476446
Remote Similarity	0.6041	NPC469813
Remote Similarity	0.6041	NPC78375
Remote Similarity	0.6039	NPC94752
Remote Similarity	0.6039	NPC315555
Remote Similarity	0.6036	NPC267965
Remote Similarity	0.6032	NPC105717
Remote Similarity	0.6029	NPC15840
Remote Similarity	0.6029	NPC271792
Remote Similarity	0.6027	NPC79386
Remote Similarity	0.6021	NPC162104
Remote Similarity	0.601	NPC14113
Remote Similarity	0.601	NPC64436
Remote Similarity	0.601	NPC145885
Remote Similarity	0.601	NPC84827
Remote Similarity	0.6009	NPC317373
Remote Similarity	0.6009	NPC147446
Remote Similarity	0.6009	NPC266192
Remote Similarity	0.6	NPC470497
Remote Similarity	0.6	NPC162860
Remote Similarity	0.6	NPC315252
Remote Similarity	0.6	NPC186351
Remote Similarity	0.6	NPC187494
Remote Similarity	0.6	NPC474538
Remote Similarity	0.6	NPC469762
Remote Similarity	0.5991	NPC138562
Remote Similarity	0.5991	NPC290529
Remote Similarity	0.599	NPC71079
Remote Similarity	0.5989	NPC324611
Remote Similarity	0.5983	NPC476818
Remote Similarity	0.5983	NPC233727
Remote Similarity	0.5982	NPC54420
Remote Similarity	0.5981	NPC209917
Remote Similarity	0.5981	NPC212213
Remote Similarity	0.598	NPC248462
Remote Similarity	0.598	NPC213468
Remote Similarity	0.598	NPC41717
Remote Similarity	0.5972	NPC300183
Remote Similarity	0.5972	NPC56170
Remote Similarity	0.5965	NPC253987
Remote Similarity	0.5964	NPC317752
Remote Similarity	0.5963	NPC327592
Remote Similarity	0.596	NPC194640
Remote Similarity	0.596	NPC474217
Remote Similarity	0.596	NPC40779
Remote Similarity	0.5959	NPC206724
Remote Similarity	0.5959	NPC474515
Remote Similarity	0.5957	NPC319232
Remote Similarity	0.5957	NPC5620
Remote Similarity	0.5957	NPC24370
Remote Similarity	0.5957	NPC209509
Remote Similarity	0.5953	NPC50997
Remote Similarity	0.5953	NPC74413
Remote Similarity	0.5953	NPC100321
Remote Similarity	0.5953	NPC160127
Remote Similarity	0.5953	NPC81535
Remote Similarity	0.5953	NPC293917
Remote Similarity	0.5952	NPC154339
Remote Similarity	0.5951	NPC61011
Remote Similarity	0.5951	NPC249662
Remote Similarity	0.5951	NPC73994
Remote Similarity	0.595	NPC78020
Remote Similarity	0.5949	NPC469785
Remote Similarity	0.5949	NPC21126
Remote Similarity	0.5946	NPC320968
Remote Similarity	0.5945	NPC328596
Remote Similarity	0.5945	NPC328318
Remote Similarity	0.5944	NPC471313
Remote Similarity	0.5944	NPC471311
Remote Similarity	0.5943	NPC267343
Remote Similarity	0.5943	NPC80150
Remote Similarity	0.5942	NPC228835
Remote Similarity	0.5941	NPC477976
Remote Similarity	0.594	NPC63279
Remote Similarity	0.594	NPC220852
Remote Similarity	0.5939	NPC312887
Remote Similarity	0.5938	NPC313640
Remote Similarity	0.5935	NPC227582
Remote Similarity	0.5933	NPC472323
Remote Similarity	0.593	NPC477975
Remote Similarity	0.5928	NPC469786
Remote Similarity	0.5928	NPC469765
Remote Similarity	0.5928	NPC25008
Remote Similarity	0.5928	NPC469760
Remote Similarity	0.5928	NPC469763
Remote Similarity	0.5928	NPC73952
Remote Similarity	0.5928	NPC259644
Remote Similarity	0.5926	NPC315491
Remote Similarity	0.5926	NPC45459
Remote Similarity	0.5924	NPC474070
Remote Similarity	0.592	NPC310467
Remote Similarity	0.5919	NPC207020
Remote Similarity	0.5919	NPC75634
Remote Similarity	0.5919	NPC292517
Remote Similarity	0.5919	NPC318299
Remote Similarity	0.5918	NPC52587
Remote Similarity	0.5915	NPC297642
Remote Similarity	0.5914	NPC65408
Remote Similarity	0.5913	NPC125597
Remote Similarity	0.5911	NPC317362

Drug Structure

NPD6349 OpenBabel08211709092D 40 42 0 0 1 0 0 0 0 0999 V2000 -10.3714 2.7319 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 -6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 5.5000 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 0.0000 -1.0000 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 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 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 -7.8988 3.4945 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 -6.9282 4.0000 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 -9.3769 2.8364 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 -2.5981 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.0622 3.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.7942 2.5000 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 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.8769 3.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 5.0000 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 -8.7078 2.0933 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 3 34 1 0 0 0 0 4 35 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 2 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 10 16 1 0 0 0 0 11 20 2 0 0 0 0 11 26 1 0 0 0 0 12 34 1 0 0 0 0 13 35 1 0 0 0 0 14 25 1 0 0 0 0 14 36 1 0 0 0 0 15 26 2 0 0 0 0 15 37 1 0 0 0 0 17 10 1 6 0 0 0 17 21 1 0 0 0 0 17 27 1 0 0 0 0 18 12 1 6 0 0 0 18 22 1 0 0 0 0 18 28 1 0 0 0 0 19 13 1 1 0 0 0 19 23 1 0 0 0 0 19 29 1 0 0 0 0 20 24 1 0 0 0 0 20 37 1 0 0 0 0 21 25 1 0 0 0 0 21 30 2 0 0 0 0 22 27 2 3 0 0 0 22 31 1 0 0 0 0 23 28 2 3 0 0 0 23 32 1 0 0 0 0 24 29 2 3 0 0 0 24 33 1 0 0 0 0 25 2 1 6 0 0 0 25 36 1 0 0 0 0 31 38 1 0 0 0 0 32 39 1 0 0 0 0 33 40 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001224
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	532.20
ALogP	-0.3439
MLogP	2.89
XLogP	1.88
HDA	11
HBD	3
Rotatable Bonds	21
TPSA	186.96
RO5 Violation	2