NPASS drugs

Drug Information

Drug ID:	NPD5138
Drug Name:	Sunitinib Malate
Molecular Formula:	C22H27FN4O2.C4H6O5
Canonical SMILES:	OC(=O)C[C@@H](C(=O)O)O.CCN(CCN=C(c1c(C)[nH]c(c1C)/C=C/1C(=Nc2c1cc(F)cc2)O)O)CC
Standard InCHI:	InChI=1S/C22H27FN4O2.C4H6O5/c1-5-27(6-2)10-9-24-22(29)20-13(3)19(25-14(20)4)12-17-16-11-15(23)7-8-18(16)26-21(17)28;5-2(4(8)9)1-3(6)7/h7-8,11-12,25H,5-6,9-10H2,1-4H3,(H,24,29)(H,26,28);2,5H,1H2,(H,6,7)(H,8,9)/b17-12-;/t;2-/m.0/s1
Standard InCHIKey:	LBWFXVZLPYTWQI-IPOVEDGCSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5138

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	264
0.1-0.2	2345
0.2-0.3	9954
0.3-0.4	12087
0.4-0.5	2898
0.5-0.6	1853
0.6-0.7	1134
0.7-0.8	347
0.8-0.85	7
0.85-0.9	0
0.9-0.95	0
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	1.0	NPC476118
Intermediate Similarity	0.8385	NPC131718
Intermediate Similarity	0.8199	NPC141353
Intermediate Similarity	0.8171	NPC102423
Intermediate Similarity	0.814	NPC472294
Intermediate Similarity	0.8095	NPC313791
Intermediate Similarity	0.8024	NPC317430
Intermediate Similarity	0.8	NPC37548
Intermediate Similarity	0.7963	NPC469765
Intermediate Similarity	0.7963	NPC259644
Intermediate Similarity	0.7963	NPC469763
Intermediate Similarity	0.7963	NPC25008
Intermediate Similarity	0.7963	NPC469786
Intermediate Similarity	0.7963	NPC469760
Intermediate Similarity	0.7963	NPC73952
Intermediate Similarity	0.7914	NPC80597
Intermediate Similarity	0.7914	NPC70922
Intermediate Similarity	0.7914	NPC212376
Intermediate Similarity	0.7914	NPC75540
Intermediate Similarity	0.7914	NPC211572
Intermediate Similarity	0.7882	NPC34508
Intermediate Similarity	0.7866	NPC285469
Intermediate Similarity	0.7862	NPC242556
Intermediate Similarity	0.7844	NPC311276
Intermediate Similarity	0.784	NPC24678
Intermediate Similarity	0.784	NPC105818
Intermediate Similarity	0.7818	NPC469762
Intermediate Similarity	0.7805	NPC470507
Intermediate Similarity	0.7805	NPC38736
Intermediate Similarity	0.7778	NPC472123
Intermediate Similarity	0.7778	NPC187951
Intermediate Similarity	0.7771	NPC48938
Intermediate Similarity	0.7758	NPC469785
Intermediate Similarity	0.7751	NPC160105
Intermediate Similarity	0.774	NPC171171
Intermediate Similarity	0.7717	NPC249040
Intermediate Similarity	0.7714	NPC314394
Intermediate Similarity	0.7702	NPC159856
Intermediate Similarity	0.7702	NPC314372
Intermediate Similarity	0.7701	NPC270009
Intermediate Similarity	0.7701	NPC72980
Intermediate Similarity	0.7692	NPC198988
Intermediate Similarity	0.7684	NPC314002
Intermediate Similarity	0.7679	NPC16667
Intermediate Similarity	0.7674	NPC314603
Intermediate Similarity	0.7669	NPC124005
Intermediate Similarity	0.7665	NPC230869
Intermediate Similarity	0.7647	NPC49217
Intermediate Similarity	0.7647	NPC474561
Intermediate Similarity	0.7647	NPC49954
Intermediate Similarity	0.7644	NPC293472
Intermediate Similarity	0.7637	NPC195314
Intermediate Similarity	0.7627	NPC204717
Intermediate Similarity	0.7616	NPC158129
Intermediate Similarity	0.7614	NPC192270
Intermediate Similarity	0.7605	NPC299594
Intermediate Similarity	0.76	NPC472443
Intermediate Similarity	0.7598	NPC46580
Intermediate Similarity	0.7593	NPC470440
Intermediate Similarity	0.759	NPC207726
Intermediate Similarity	0.759	NPC471458
Intermediate Similarity	0.7586	NPC288785
Intermediate Similarity	0.7584	NPC15102
Intermediate Similarity	0.7584	NPC476319
Intermediate Similarity	0.7578	NPC190296
Intermediate Similarity	0.7574	NPC282231
Intermediate Similarity	0.7572	NPC474409
Intermediate Similarity	0.7571	NPC220765
Intermediate Similarity	0.7571	NPC472108
Intermediate Similarity	0.7571	NPC139291
Intermediate Similarity	0.7561	NPC288445
Intermediate Similarity	0.756	NPC135141
Intermediate Similarity	0.756	NPC92796
Intermediate Similarity	0.7554	NPC77555
Intermediate Similarity	0.7532	NPC218268
Intermediate Similarity	0.7532	NPC325252
Intermediate Similarity	0.7529	NPC329688
Intermediate Similarity	0.7529	NPC40779
Intermediate Similarity	0.7529	NPC189812
Intermediate Similarity	0.7527	NPC99666
Intermediate Similarity	0.7515	NPC279918
Intermediate Similarity	0.75	NPC88097
Intermediate Similarity	0.75	NPC63751
Intermediate Similarity	0.75	NPC212742
Intermediate Similarity	0.7486	NPC163421
Intermediate Similarity	0.7486	NPC188387
Intermediate Similarity	0.7472	NPC472444
Intermediate Similarity	0.7472	NPC19679
Intermediate Similarity	0.7459	NPC213629
Intermediate Similarity	0.7459	NPC46413
Intermediate Similarity	0.7458	NPC91179
Intermediate Similarity	0.7457	NPC280548
Intermediate Similarity	0.7456	NPC67056
Intermediate Similarity	0.7453	NPC2949
Intermediate Similarity	0.7453	NPC59084
Intermediate Similarity	0.7452	NPC184437
Intermediate Similarity	0.7444	NPC94752
Intermediate Similarity	0.7443	NPC184964
Intermediate Similarity	0.7443	NPC59269
Intermediate Similarity	0.744	NPC184476
Intermediate Similarity	0.7439	NPC129042
Intermediate Similarity	0.7436	NPC22079
Intermediate Similarity	0.7432	NPC324149
Intermediate Similarity	0.743	NPC284678
Intermediate Similarity	0.743	NPC190007
Intermediate Similarity	0.7427	NPC194640
Intermediate Similarity	0.7427	NPC271734
Intermediate Similarity	0.7412	NPC473320
Intermediate Similarity	0.7407	NPC473868
Intermediate Similarity	0.7407	NPC63157
Intermediate Similarity	0.7403	NPC278434
Intermediate Similarity	0.7401	NPC88363
Intermediate Similarity	0.7399	NPC201700
Intermediate Similarity	0.7396	NPC476116
Intermediate Similarity	0.7394	NPC471944
Intermediate Similarity	0.7391	NPC106937
Intermediate Similarity	0.7391	NPC73767
Intermediate Similarity	0.7389	NPC94943
Intermediate Similarity	0.7386	NPC134586
Intermediate Similarity	0.738	NPC18487
Intermediate Similarity	0.7368	NPC475070
Intermediate Similarity	0.7368	NPC41174
Intermediate Similarity	0.7363	NPC32771
Intermediate Similarity	0.7356	NPC194411
Intermediate Similarity	0.7346	NPC469767
Intermediate Similarity	0.7346	NPC469761
Intermediate Similarity	0.7346	NPC469783
Intermediate Similarity	0.7346	NPC469779
Intermediate Similarity	0.7346	NPC469784
Intermediate Similarity	0.7346	NPC469780
Intermediate Similarity	0.7346	NPC469768
Intermediate Similarity	0.7345	NPC211997
Intermediate Similarity	0.7345	NPC96890
Intermediate Similarity	0.7345	NPC248454
Intermediate Similarity	0.7341	NPC54988
Intermediate Similarity	0.7341	NPC109447
Intermediate Similarity	0.7333	NPC469592
Intermediate Similarity	0.7333	NPC471080
Intermediate Similarity	0.733	NPC472586
Intermediate Similarity	0.7326	NPC131887
Intermediate Similarity	0.7326	NPC472587
Intermediate Similarity	0.7326	NPC162268
Intermediate Similarity	0.7322	NPC469470
Intermediate Similarity	0.7322	NPC469501
Intermediate Similarity	0.7318	NPC233936
Intermediate Similarity	0.7314	NPC6982
Intermediate Similarity	0.7312	NPC205403
Intermediate Similarity	0.7312	NPC242209
Intermediate Similarity	0.7303	NPC215795
Intermediate Similarity	0.7303	NPC176199
Intermediate Similarity	0.7303	NPC219336
Intermediate Similarity	0.7302	NPC300183
Intermediate Similarity	0.7301	NPC469766
Intermediate Similarity	0.7299	NPC154293
Intermediate Similarity	0.7297	NPC307963
Intermediate Similarity	0.7293	NPC280290
Intermediate Similarity	0.7289	NPC471957
Intermediate Similarity	0.7287	NPC293917
Intermediate Similarity	0.7287	NPC32200
Intermediate Similarity	0.7284	NPC110126
Intermediate Similarity	0.7283	NPC243716
Intermediate Similarity	0.7283	NPC470508
Intermediate Similarity	0.7278	NPC472110
Intermediate Similarity	0.7278	NPC212535
Intermediate Similarity	0.7278	NPC475450
Intermediate Similarity	0.7278	NPC472109
Intermediate Similarity	0.7273	NPC156704
Intermediate Similarity	0.7273	NPC232130
Intermediate Similarity	0.7273	NPC204141
Intermediate Similarity	0.7268	NPC128751
Intermediate Similarity	0.7268	NPC246700
Intermediate Similarity	0.7268	NPC175474
Intermediate Similarity	0.7267	NPC84911
Intermediate Similarity	0.7263	NPC198339
Intermediate Similarity	0.7258	NPC276517
Intermediate Similarity	0.7251	NPC475990
Intermediate Similarity	0.7251	NPC474880
Intermediate Similarity	0.7251	NPC221786
Intermediate Similarity	0.7247	NPC151939
Intermediate Similarity	0.7247	NPC15573
Intermediate Similarity	0.7247	NPC68354
Intermediate Similarity	0.7247	NPC111275
Intermediate Similarity	0.7247	NPC326575
Intermediate Similarity	0.7247	NPC183662
Intermediate Similarity	0.7247	NPC217372
Intermediate Similarity	0.7239	NPC115611
Intermediate Similarity	0.7238	NPC228835
Intermediate Similarity	0.7234	NPC265576
Intermediate Similarity	0.7234	NPC473640
Intermediate Similarity	0.7232	NPC37423
Intermediate Similarity	0.7232	NPC275305
Intermediate Similarity	0.7228	NPC106833
Intermediate Similarity	0.7228	NPC469497
Intermediate Similarity	0.7228	NPC95783
Intermediate Similarity	0.7225	NPC476098
Intermediate Similarity	0.7225	NPC271797
Intermediate Similarity	0.7225	NPC98715
Intermediate Similarity	0.7225	NPC21174
Intermediate Similarity	0.7222	NPC71037
Intermediate Similarity	0.7216	NPC470498

Drug Structure

NPD5138 OpenBabel08211706322D 44 45 0 0 1 0 0 0 0 0999 V2000 11.1901 -1.9013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1720 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0224 -4.6200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9533 -1.7721 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3811 -2.4890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3630 -1.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.8310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.8310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7450 -2.2634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6585 -2.6701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.8310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9533 -5.2923 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2134 -4.0322 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2624 -2.7232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.3310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.8310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9752 -5.5002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -5.3310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2624 -4.3412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2134 -3.0322 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5685 -6.4137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0224 -2.4444 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.3310 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.9360 -2.8511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.6746 -3.5322 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5739 -6.3092 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.4676 -2.0823 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0685 -7.2797 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9179 -1.4499 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.7882 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.6542 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 13.9222 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.5202 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.6542 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.9222 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.0561 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 16.5202 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 17.3863 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6746 -3.5322 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5685 -8.1458 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7269 -0.8621 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.7882 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.1901 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 17.3863 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 13 1 0 0 0 0 4 14 1 0 0 0 0 5 27 1 0 0 0 0 6 27 1 0 0 0 0 7 8 2 0 0 0 0 7 15 1 0 0 0 0 8 18 1 0 0 0 0 9 10 1 0 0 0 0 9 24 1 0 0 0 0 10 27 1 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 12 17 2 0 0 0 0 12 19 1 0 0 0 0 13 19 2 0 0 0 0 13 20 1 0 0 0 0 14 20 2 0 0 0 0 14 25 1 0 0 0 0 15 23 1 0 0 0 0 16 17 1 0 0 0 0 16 18 2 0 0 0 0 17 21 1 0 0 0 0 18 26 1 0 0 0 0 19 25 1 0 0 0 0 20 22 1 0 0 0 0 21 26 2 0 0 0 0 21 28 1 0 0 0 0 22 24 2 3 0 0 0 22 29 1 0 0 0 0 25 39 1 0 0 0 0 28 40 1 0 0 0 0 29 41 1 0 0 0 0 30 32 1 0 0 0 0 31 30 1 6 0 0 0 31 33 1 0 0 0 0 31 34 1 0 0 0 0 32 35 2 0 0 0 0 32 36 1 0 0 0 0 33 37 2 0 0 0 0 33 38 1 0 0 0 0 34 42 1 0 0 0 0 36 43 1 0 0 0 0 38 44 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	398.21
ALogP	1.7674
MLogP	3.11
XLogP	4.4
HDA	6
HBD	3
Rotatable Bonds	14
TPSA	84.21
RO5 Violation	0