NPASS drugs

Drug Information

Drug ID:	NPD8322
Drug Name:	Birinapant
Molecular Formula:	C42H56F2N8O6
Canonical SMILES:	CC[C@@H](C(=O)N1C[C@H](C[C@H]1Cc1c([nH]c2c1ccc(c2)F)c1[nH]c2c(c1C[C@@H]1C[C@@H](CN1C(=O)[C@@H](N=C([C@@H](NC)C)O)CC)O)ccc(c2)F)O)N=C([C@@H](NC)C)O
Standard InCHI:	InChI=1S/C42H56F2N8O6/c1-7-33(49-39(55)21(3)45-5)41(57)51-19-27(53)15-25(51)17-31-29-11-9-23(43)13-35(29)47-37(31)38-32(30-12-10-24(44)14-36(30)48-38)18-26-16-28(54)20-52(26)42(58)34(8-2)50-40(56)22(4)46-6/h9-14,21-22,25-28,33-34,45-48,53-54H,7-8,15-20H2,1-6H3,(H,49,55)(H,50,56)/t21-,22-,25-,26-,27-,28-,33-,34-/m0/s1
Standard InCHIKey:	PKWRMUKBEYJEIX-DXXQBUJASA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8322

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	234
0.1-0.2	1457
0.2-0.3	11130
0.3-0.4	13148
0.4-0.5	1958
0.5-0.6	1741
0.6-0.7	972
0.7-0.8	233
0.8-0.85	15
0.85-0.9	2
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
High Similarity	0.868	NPC107077
High Similarity	0.868	NPC223791
Intermediate Similarity	0.8492	NPC162860
Intermediate Similarity	0.8418	NPC475506
Intermediate Similarity	0.8392	NPC54420
Intermediate Similarity	0.8376	NPC155143
Intermediate Similarity	0.8265	NPC473640
Intermediate Similarity	0.8265	NPC171317
Intermediate Similarity	0.8186	NPC478028
Intermediate Similarity	0.8186	NPC75634
Intermediate Similarity	0.8135	NPC213629
Intermediate Similarity	0.8131	NPC100321
Intermediate Similarity	0.8128	NPC478158
Intermediate Similarity	0.8111	NPC478029
Intermediate Similarity	0.8051	NPC243716
Intermediate Similarity	0.8031	NPC94752
Intermediate Similarity	0.8019	NPC478157
Intermediate Similarity	0.7961	NPC320968
Intermediate Similarity	0.7953	NPC69843
Intermediate Similarity	0.7865	NPC91179
Intermediate Similarity	0.7861	NPC293917
Intermediate Similarity	0.7837	NPC110602
Intermediate Similarity	0.7837	NPC31385
Intermediate Similarity	0.7837	NPC75726
Intermediate Similarity	0.782	NPC477714
Intermediate Similarity	0.7773	NPC477715
Intermediate Similarity	0.7745	NPC193761
Intermediate Similarity	0.7736	NPC281049
Intermediate Similarity	0.7659	NPC476874
Intermediate Similarity	0.7647	NPC325976
Intermediate Similarity	0.763	NPC54744
Intermediate Similarity	0.7626	NPC17059
Intermediate Similarity	0.7606	NPC79386
Intermediate Similarity	0.7588	NPC321708
Intermediate Similarity	0.7585	NPC473376
Intermediate Similarity	0.7563	NPC228835
Intermediate Similarity	0.7563	NPC472294
Intermediate Similarity	0.7546	NPC474896
Intermediate Similarity	0.7512	NPC323927
Intermediate Similarity	0.7512	NPC31097
Intermediate Similarity	0.7511	NPC475969
Intermediate Similarity	0.7511	NPC475859
Intermediate Similarity	0.7511	NPC474877
Intermediate Similarity	0.75	NPC272174
Intermediate Similarity	0.7487	NPC59269
Intermediate Similarity	0.7477	NPC64216
Intermediate Similarity	0.7476	NPC470497
Intermediate Similarity	0.7466	NPC477176
Intermediate Similarity	0.7466	NPC326363
Intermediate Similarity	0.7466	NPC470730
Intermediate Similarity	0.7466	NPC470729
Intermediate Similarity	0.7466	NPC477175
Intermediate Similarity	0.7449	NPC11126
Intermediate Similarity	0.7444	NPC63279
Intermediate Similarity	0.7432	NPC477177
Intermediate Similarity	0.7431	NPC155444
Intermediate Similarity	0.7426	NPC117244
Intermediate Similarity	0.7426	NPC473763
Intermediate Similarity	0.7423	NPC161861
Intermediate Similarity	0.7423	NPC314603
Intermediate Similarity	0.7411	NPC297642
Intermediate Similarity	0.7409	NPC319232
Intermediate Similarity	0.7409	NPC214142
Intermediate Similarity	0.7409	NPC24370
Intermediate Similarity	0.7406	NPC475422
Intermediate Similarity	0.7399	NPC89987
Intermediate Similarity	0.7399	NPC165743
Intermediate Similarity	0.7395	NPC470731
Intermediate Similarity	0.7395	NPC470732
Intermediate Similarity	0.7393	NPC314957
Intermediate Similarity	0.7393	NPC87755
Intermediate Similarity	0.7387	NPC165495
Intermediate Similarity	0.7376	NPC261251
Intermediate Similarity	0.736	NPC219336
Intermediate Similarity	0.7357	NPC472207
Intermediate Similarity	0.7356	NPC300183
Intermediate Similarity	0.735	NPC15102
Intermediate Similarity	0.7342	NPC191382
Intermediate Similarity	0.7342	NPC56109
Intermediate Similarity	0.7342	NPC100547
Intermediate Similarity	0.7342	NPC33949
Intermediate Similarity	0.7337	NPC472108
Intermediate Similarity	0.7337	NPC139291
Intermediate Similarity	0.7333	NPC472123
Intermediate Similarity	0.7311	NPC71238
Intermediate Similarity	0.731	NPC15573
Intermediate Similarity	0.731	NPC217372
Intermediate Similarity	0.731	NPC183662
Intermediate Similarity	0.7309	NPC95240
Intermediate Similarity	0.7309	NPC322135
Intermediate Similarity	0.7309	NPC223409
Intermediate Similarity	0.7306	NPC160105
Intermediate Similarity	0.7297	NPC118559
Intermediate Similarity	0.7297	NPC304307
Intermediate Similarity	0.7297	NPC124920
Intermediate Similarity	0.7297	NPC34580
Intermediate Similarity	0.7296	NPC189812
Intermediate Similarity	0.7296	NPC329688
Intermediate Similarity	0.7296	NPC469938
Intermediate Similarity	0.7292	NPC311276
Intermediate Similarity	0.7291	NPC324091
Intermediate Similarity	0.7286	NPC314394
Intermediate Similarity	0.7277	NPC14288
Intermediate Similarity	0.7269	NPC477979
Intermediate Similarity	0.7264	NPC307396
Intermediate Similarity	0.7264	NPC99939
Intermediate Similarity	0.7264	NPC308931
Intermediate Similarity	0.7263	NPC469762
Intermediate Similarity	0.725	NPC48938
Intermediate Similarity	0.725	NPC470205
Intermediate Similarity	0.7245	NPC34508
Intermediate Similarity	0.7244	NPC321592
Intermediate Similarity	0.7244	NPC54803
Intermediate Similarity	0.7243	NPC470440
Intermediate Similarity	0.7236	NPC469896
Intermediate Similarity	0.7233	NPC294693
Intermediate Similarity	0.7227	NPC472846
Intermediate Similarity	0.722	NPC476491
Intermediate Similarity	0.7212	NPC323752
Intermediate Similarity	0.7212	NPC470499
Intermediate Similarity	0.7211	NPC285469
Intermediate Similarity	0.7211	NPC469785
Intermediate Similarity	0.7209	NPC54981
Intermediate Similarity	0.7204	NPC317701
Intermediate Similarity	0.7202	NPC476118
Intermediate Similarity	0.7202	NPC238945
Intermediate Similarity	0.7202	NPC40779
Intermediate Similarity	0.7193	NPC28945
Intermediate Similarity	0.7191	NPC153400
Intermediate Similarity	0.7186	NPC270009
Intermediate Similarity	0.7179	NPC201700
Intermediate Similarity	0.7179	NPC63751
Intermediate Similarity	0.7179	NPC317430
Intermediate Similarity	0.7173	NPC299594
Intermediate Similarity	0.7171	NPC276430
Intermediate Similarity	0.7169	NPC303658
Intermediate Similarity	0.7168	NPC63031
Intermediate Similarity	0.7164	NPC472109
Intermediate Similarity	0.7164	NPC19679
Intermediate Similarity	0.7164	NPC472110
Intermediate Similarity	0.7163	NPC227582
Intermediate Similarity	0.7158	NPC211572
Intermediate Similarity	0.7158	NPC70922
Intermediate Similarity	0.7158	NPC212376
Intermediate Similarity	0.7158	NPC80597
Intermediate Similarity	0.7158	NPC75540
Intermediate Similarity	0.7157	NPC175474
Intermediate Similarity	0.7156	NPC471192
Intermediate Similarity	0.7149	NPC471506
Intermediate Similarity	0.7143	NPC252338
Intermediate Similarity	0.7143	NPC313985
Intermediate Similarity	0.7143	NPC49196
Intermediate Similarity	0.7143	NPC475602
Intermediate Similarity	0.7143	NPC195461
Intermediate Similarity	0.7143	NPC249150
Intermediate Similarity	0.7143	NPC235684
Intermediate Similarity	0.7143	NPC79129
Intermediate Similarity	0.7143	NPC81654
Intermediate Similarity	0.7137	NPC323198
Intermediate Similarity	0.7137	NPC284888
Intermediate Similarity	0.7131	NPC477633
Intermediate Similarity	0.713	NPC19170
Intermediate Similarity	0.7129	NPC50503
Intermediate Similarity	0.7129	NPC265576
Intermediate Similarity	0.7128	NPC49954
Intermediate Similarity	0.7128	NPC474561
Intermediate Similarity	0.7128	NPC54988
Intermediate Similarity	0.7123	NPC165599
Intermediate Similarity	0.7121	NPC472586
Intermediate Similarity	0.7119	NPC476493
Intermediate Similarity	0.7114	NPC233936
Intermediate Similarity	0.7105	NPC25008
Intermediate Similarity	0.7105	NPC33064
Intermediate Similarity	0.7105	NPC73952
Intermediate Similarity	0.7105	NPC469760
Intermediate Similarity	0.7105	NPC245055
Intermediate Similarity	0.7105	NPC469763
Intermediate Similarity	0.7105	NPC469786
Intermediate Similarity	0.7105	NPC469765
Intermediate Similarity	0.7105	NPC259644
Intermediate Similarity	0.71	NPC283219
Intermediate Similarity	0.71	NPC248041
Intermediate Similarity	0.71	NPC126709
Intermediate Similarity	0.7098	NPC229173
Intermediate Similarity	0.7097	NPC6865
Intermediate Similarity	0.7097	NPC153980
Intermediate Similarity	0.7091	NPC473310
Intermediate Similarity	0.7089	NPC470500
Intermediate Similarity	0.7085	NPC267885
Intermediate Similarity	0.7077	NPC470508
Intermediate Similarity	0.7076	NPC14812
Intermediate Similarity	0.7073	NPC46413
Intermediate Similarity	0.7073	NPC473666
Intermediate Similarity	0.7068	NPC470507
Intermediate Similarity	0.7065	NPC300688
Intermediate Similarity	0.7065	NPC15840
Intermediate Similarity	0.7062	NPC16667
Intermediate Similarity	0.7062	NPC282231
Intermediate Similarity	0.7056	NPC471191
Intermediate Similarity	0.7056	NPC474897

Drug Structure

NPD8322 OpenBabel08211713012D 66 71 0 0 1 0 0 0 0 0999 V2000 5.2008 0.4987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5142 2.1944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9053 -1.0836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2187 3.7767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5233 -2.2592 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8368 4.9523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0962 -0.4958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4097 3.1890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1617 4.3622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1617 3.3622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4297 4.3622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1418 2.2624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4553 0.4307 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7569 1.1410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0704 1.5522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3442 1.1797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6577 1.5134 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8007 -2.0781 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.1142 4.7713 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2957 4.8622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7351 1.3489 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.0485 1.3443 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.1363 2.1579 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.4498 0.5352 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2957 2.8622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0878 1.8841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1827 -0.9026 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.4962 3.5957 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4297 3.3622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0933 1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8872 -2.4849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2007 5.1780 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3737 -0.3148 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6872 3.0079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2957 5.8622 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -3.1691 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.6097 -2.6659 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9232 5.3590 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.3135 2.6931 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 4.0782 -1.8971 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3916 4.5902 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4782 0.6797 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.7917 2.0134 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8055 2.9010 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1189 -0.2079 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7827 -3.4794 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0961 6.1725 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4601 -0.7215 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7736 3.4146 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5052 -3.6604 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8187 6.3536 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2916 2.9010 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -0.2079 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7836 2.6931 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0971 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5917 -4.0672 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9051 6.7603 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 8 1 0 0 0 0 5 45 1 0 0 0 0 6 46 1 0 0 0 0 9 11 2 0 0 0 0 9 23 1 0 0 0 0 10 12 2 0 0 0 0 10 24 1 0 0 0 0 11 29 1 0 0 0 0 12 30 1 0 0 0 0 13 23 2 0 0 0 0 13 35 1 0 0 0 0 14 24 2 0 0 0 0 14 36 1 0 0 0 0 15 25 1 0 0 0 0 15 27 1 0 0 0 0 16 26 1 0 0 0 0 16 28 1 0 0 0 0 17 31 1 0 0 0 0 18 32 1 0 0 0 0 19 27 1 0 0 0 0 19 51 1 0 0 0 0 20 28 1 0 0 0 0 20 52 1 0 0 0 0 21 3 1 6 0 0 0 21 39 1 0 0 0 0 21 45 1 0 0 0 0 22 4 1 6 0 0 0 22 40 1 0 0 0 0 22 46 1 0 0 0 0 23 43 1 0 0 0 0 24 44 1 0 0 0 0 25 17 1 6 0 0 0 25 51 1 0 0 0 0 26 18 1 6 0 0 0 26 52 1 0 0 0 0 27 53 1 6 0 0 0 28 54 1 6 0 0 0 29 31 1 0 0 0 0 29 35 2 0 0 0 0 30 32 1 0 0 0 0 30 36 2 0 0 0 0 31 37 2 0 0 0 0 32 38 2 0 0 0 0 33 7 1 6 0 0 0 33 41 1 0 0 0 0 33 49 1 0 0 0 0 34 8 1 6 0 0 0 34 42 1 0 0 0 0 34 50 1 0 0 0 0 35 47 1 0 0 0 0 36 48 1 0 0 0 0 37 38 1 0 0 0 0 37 47 1 0 0 0 0 38 48 1 0 0 0 0 39 49 2 3 0 0 0 39 55 1 0 0 0 0 40 50 2 3 0 0 0 40 56 1 0 0 0 0 41 51 1 0 0 0 0 41 57 2 0 0 0 0 42 52 1 0 0 0 0 42 58 2 0 0 0 0 45 59 1 0 0 0 0 46 60 1 0 0 0 0 47 61 1 0 0 0 0 48 62 1 0 0 0 0 53 63 1 0 0 0 0 54 64 1 0 0 0 0 55 65 1 0 0 0 0 56 66 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002504; DNCL003449
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	49836020
ChEBI
CAS Number

Drug Properties

Molecular Weight	806.43
ALogP	-4.4998
MLogP	4.32
XLogP	2.834
HDA	14
HBD	8
Rotatable Bonds	29
TPSA	201.9
RO5 Violation	3