NPASS drugs

Drug Information

Drug ID:	NPD4998
Drug Name:	Motesanib Diphosphate
Molecular Formula:	C22H23N5O.2H3O4P
Canonical SMILES:	OP(=O)(O)O.OP(=O)(O)O.OC(=Nc1ccc2c(c1)NCC2(C)C)c1cccnc1NCc1ccncc1
Standard InCHI:	InChI=1S/C22H23N5O.2H3O4P/c1-22(2)14-26-19-12-16(5-6-18(19)22)27-21(28)17-4-3-9-24-20(17)25-13-15-7-10-23-11-8-15;21-5(2,3)4/h3-12,26H,13-14H2,1-2H3,(H,24,25)(H,27,28);2(H3,1,2,3,4)
Standard InCHIKey:	ONDPWWDPQDCQNJ-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4998

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	458
0.1-0.2	3447
0.2-0.3	11230
0.3-0.4	11018
0.4-0.5	2114
0.5-0.6	1486
0.6-0.7	1036
0.7-0.8	101
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	0.7749	NPC472289
Intermediate Similarity	0.7703	NPC130570
Intermediate Similarity	0.7547	NPC103687
Intermediate Similarity	0.7547	NPC132631
Intermediate Similarity	0.7527	NPC131718
Intermediate Similarity	0.7459	NPC49217
Intermediate Similarity	0.7391	NPC471603
Intermediate Similarity	0.7366	NPC98187
Intermediate Similarity	0.7351	NPC102423
Intermediate Similarity	0.7351	NPC97367
Intermediate Similarity	0.735	NPC265576
Intermediate Similarity	0.7333	NPC24678
Intermediate Similarity	0.7333	NPC105818
Intermediate Similarity	0.7322	NPC129721
Intermediate Similarity	0.7306	NPC48938
Intermediate Similarity	0.7302	NPC313791
Intermediate Similarity	0.7302	NPC2497
Intermediate Similarity	0.7297	NPC470203
Intermediate Similarity	0.7283	NPC92796
Intermediate Similarity	0.7283	NPC135141
Intermediate Similarity	0.7273	NPC304187
Intermediate Similarity	0.7273	NPC477166
Intermediate Similarity	0.7263	NPC317054
Intermediate Similarity	0.7253	NPC73952
Intermediate Similarity	0.7253	NPC469786
Intermediate Similarity	0.7253	NPC25008
Intermediate Similarity	0.7253	NPC469760
Intermediate Similarity	0.7253	NPC259644
Intermediate Similarity	0.7253	NPC469765
Intermediate Similarity	0.7253	NPC469763
Intermediate Similarity	0.725	NPC242209
Intermediate Similarity	0.7245	NPC317030
Intermediate Similarity	0.7243	NPC470204
Intermediate Similarity	0.7234	NPC63751
Intermediate Similarity	0.7231	NPC15102
Intermediate Similarity	0.7219	NPC471178
Intermediate Similarity	0.7213	NPC211572
Intermediate Similarity	0.7213	NPC80597
Intermediate Similarity	0.7213	NPC75540
Intermediate Similarity	0.7213	NPC476219
Intermediate Similarity	0.7213	NPC212376
Intermediate Similarity	0.7213	NPC70922
Intermediate Similarity	0.7207	NPC159856
Intermediate Similarity	0.7207	NPC314372
Intermediate Similarity	0.72	NPC133366
Intermediate Similarity	0.7198	NPC477111
Intermediate Similarity	0.719	NPC282247
Intermediate Similarity	0.7188	NPC59269
Intermediate Similarity	0.7186	NPC324149
Intermediate Similarity	0.7184	NPC477113
Intermediate Similarity	0.7181	NPC160105
Intermediate Similarity	0.7181	NPC49954
Intermediate Similarity	0.7181	NPC474561
Intermediate Similarity	0.7172	NPC95783
Intermediate Similarity	0.7157	NPC204565
Intermediate Similarity	0.715	NPC473362
Intermediate Similarity	0.715	NPC474177
Intermediate Similarity	0.715	NPC166492
Intermediate Similarity	0.7136	NPC475070
Intermediate Similarity	0.7121	NPC65215
Intermediate Similarity	0.7121	NPC173028
Intermediate Similarity	0.712	NPC314603
Intermediate Similarity	0.7112	NPC124542
Intermediate Similarity	0.7112	NPC59779
Intermediate Similarity	0.7112	NPC282231
Intermediate Similarity	0.7112	NPC471177
Intermediate Similarity	0.7112	NPC225018
Intermediate Similarity	0.7107	NPC171171
Intermediate Similarity	0.7105	NPC164664
Intermediate Similarity	0.7105	NPC194411
Intermediate Similarity	0.7101	NPC475288
Intermediate Similarity	0.71	NPC99666
Intermediate Similarity	0.7097	NPC230869
Intermediate Similarity	0.7095	NPC190296
Intermediate Similarity	0.7092	NPC204717
Intermediate Similarity	0.7081	NPC469785
Intermediate Similarity	0.7077	NPC233936
Intermediate Similarity	0.7074	NPC311276
Intermediate Similarity	0.7068	NPC158129
Intermediate Similarity	0.7062	NPC232340
Intermediate Similarity	0.7062	NPC176199
Intermediate Similarity	0.7062	NPC215795
Intermediate Similarity	0.7059	NPC122141
Intermediate Similarity	0.7059	NPC279918
Intermediate Similarity	0.7056	NPC314002
Intermediate Similarity	0.7053	NPC201700
Intermediate Similarity	0.7047	NPC150048
Intermediate Similarity	0.7047	NPC203754
Intermediate Similarity	0.7043	NPC469762
Intermediate Similarity	0.7042	NPC477110
Intermediate Similarity	0.7041	NPC220765
Intermediate Similarity	0.7035	NPC39092
Intermediate Similarity	0.7031	NPC208060
Intermediate Similarity	0.702	NPC474707
Intermediate Similarity	0.7015	NPC473342
Intermediate Similarity	0.7015	NPC477167
Intermediate Similarity	0.7011	NPC470233
Intermediate Similarity	0.7011	NPC471322
Intermediate Similarity	0.701	NPC151939
Intermediate Similarity	0.7005	NPC284678
Intermediate Similarity	0.7005	NPC472294
Remote Similarity	0.6995	NPC275305
Remote Similarity	0.6995	NPC37423
Remote Similarity	0.699	NPC477891
Remote Similarity	0.6985	NPC46580
Remote Similarity	0.6984	NPC194640
Remote Similarity	0.6984	NPC162268
Remote Similarity	0.6979	NPC476686
Remote Similarity	0.6979	NPC105758
Remote Similarity	0.6979	NPC476688
Remote Similarity	0.6978	NPC143872
Remote Similarity	0.6977	NPC306397
Remote Similarity	0.6977	NPC212125
Remote Similarity	0.6963	NPC278874
Remote Similarity	0.6963	NPC317430
Remote Similarity	0.6961	NPC77555
Remote Similarity	0.696	NPC171393
Remote Similarity	0.696	NPC295452
Remote Similarity	0.6957	NPC40070
Remote Similarity	0.6952	NPC314957
Remote Similarity	0.6943	NPC259545
Remote Similarity	0.6939	NPC16659
Remote Similarity	0.6935	NPC476297
Remote Similarity	0.6935	NPC38736
Remote Similarity	0.693	NPC476041
Remote Similarity	0.693	NPC304926
Remote Similarity	0.6923	NPC96890
Remote Similarity	0.6923	NPC68354
Remote Similarity	0.6923	NPC248454
Remote Similarity	0.6919	NPC108011
Remote Similarity	0.6916	NPC250835
Remote Similarity	0.6914	NPC101165
Remote Similarity	0.6911	NPC54988
Remote Similarity	0.691	NPC314102
Remote Similarity	0.691	NPC251722
Remote Similarity	0.6902	NPC37548
Remote Similarity	0.6902	NPC321911
Remote Similarity	0.69	NPC254762
Remote Similarity	0.6898	NPC141353
Remote Similarity	0.6895	NPC40779
Remote Similarity	0.6895	NPC476118
Remote Similarity	0.6889	NPC469768
Remote Similarity	0.6889	NPC469779
Remote Similarity	0.6889	NPC469780
Remote Similarity	0.6889	NPC469767
Remote Similarity	0.6889	NPC469761
Remote Similarity	0.6889	NPC469784
Remote Similarity	0.6889	NPC469783
Remote Similarity	0.6888	NPC265710
Remote Similarity	0.6887	NPC5145
Remote Similarity	0.6884	NPC188387
Remote Similarity	0.6884	NPC163421
Remote Similarity	0.6882	NPC325903
Remote Similarity	0.6881	NPC473317
Remote Similarity	0.6878	NPC107160
Remote Similarity	0.6878	NPC44773
Remote Similarity	0.6878	NPC215584
Remote Similarity	0.6878	NPC6215
Remote Similarity	0.6878	NPC229332
Remote Similarity	0.6875	NPC328596
Remote Similarity	0.6875	NPC328318
Remote Similarity	0.6872	NPC134586
Remote Similarity	0.6869	NPC19679
Remote Similarity	0.6865	NPC53947
Remote Similarity	0.6862	NPC212742
Remote Similarity	0.6859	NPC41333
Remote Similarity	0.6856	NPC34508
Remote Similarity	0.6856	NPC471294
Remote Similarity	0.6856	NPC472123
Remote Similarity	0.6854	NPC54981
Remote Similarity	0.6853	NPC300688
Remote Similarity	0.6851	NPC469766
Remote Similarity	0.6848	NPC179787
Remote Similarity	0.6848	NPC471957
Remote Similarity	0.6848	NPC201380
Remote Similarity	0.6848	NPC469811
Remote Similarity	0.6842	NPC16667
Remote Similarity	0.6837	NPC211997
Remote Similarity	0.6837	NPC184964
Remote Similarity	0.6833	NPC73767
Remote Similarity	0.6833	NPC110126
Remote Similarity	0.6831	NPC204141
Remote Similarity	0.6825	NPC56765
Remote Similarity	0.6821	NPC189812
Remote Similarity	0.6821	NPC329688
Remote Similarity	0.682	NPC473310
Remote Similarity	0.6818	NPC307191
Remote Similarity	0.6818	NPC144114
Remote Similarity	0.6816	NPC84911
Remote Similarity	0.6816	NPC470730
Remote Similarity	0.6816	NPC477175
Remote Similarity	0.6816	NPC105127
Remote Similarity	0.6814	NPC329541
Remote Similarity	0.6812	NPC476167
Remote Similarity	0.6811	NPC124005
Remote Similarity	0.681	NPC470505
Remote Similarity	0.681	NPC470500
Remote Similarity	0.681	NPC285558
Remote Similarity	0.6809	NPC285469
Remote Similarity	0.6806	NPC317105

Drug Structure

NPD4998 OpenBabel08211706322D 47 48 0 0 0 0 0 0 0 0999 V2000 10.6465 -2.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8545 -1.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -1.2213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -2.2213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -4.2213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -3.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.2213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -0.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -4.2213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -2.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.2213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4967 -1.1386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -3.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -2.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -2.2213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.2213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -3.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9034 -2.0522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.7213 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -1.2213 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.7213 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.5021 -1.2431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -4.2213 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -4.2213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -7.7213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -6.7213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -7.7213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -8.7213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -7.7213 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 14.3545 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.3545 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.3545 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.3545 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.3545 -2.0000 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.7213 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8330 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -5.2213 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5000 -8.5873 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8660 -6.2213 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -8.5873 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.8545 -2.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.2205 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.8545 -2.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 22 1 0 0 0 0 3 4 2 0 0 0 0 3 9 1 0 0 0 0 4 17 1 0 0 0 0 5 6 2 0 0 0 0 5 16 1 0 0 0 0 6 18 1 0 0 0 0 7 10 1 0 0 0 0 7 15 2 0 0 0 0 8 11 2 0 0 0 0 8 15 1 0 0 0 0 9 24 2 0 0 0 0 10 23 2 0 0 0 0 11 23 1 0 0 0 0 12 16 2 0 0 0 0 12 19 1 0 0 0 0 13 15 1 0 0 0 0 13 25 1 0 0 0 0 14 22 1 0 0 0 0 14 26 1 0 0 0 0 16 27 1 0 0 0 0 17 20 2 0 0 0 0 17 21 1 0 0 0 0 18 19 2 0 0 0 0 18 22 1 0 0 0 0 19 26 1 0 0 0 0 20 24 1 0 0 0 0 20 25 1 0 0 0 0 21 27 2 3 0 0 0 21 28 1 0 0 0 0 25 39 1 0 0 0 0 26 40 1 0 0 0 0 28 41 1 0 0 0 0 29 33 1 0 0 0 0 29 42 1 0 0 0 0 30 33 1 0 0 0 0 30 43 1 0 0 0 0 31 33 1 0 0 0 0 31 44 1 0 0 0 0 32 33 2 0 0 0 0 34 38 1 0 0 0 0 34 45 1 0 0 0 0 35 38 1 0 0 0 0 35 46 1 0 0 0 0 36 38 1 0 0 0 0 36 47 1 0 0 0 0 37 38 2 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	373.19
ALogP	0.015
MLogP	3.22
XLogP	4.403
HDA	6
HBD	3
Rotatable Bonds	8
TPSA	82.43
RO5 Violation	0