NPASS drugs

Drug Information

Drug ID:	NPD6595
Drug Name:	Macimorelin
Molecular Formula:	C26H30N6O3
Canonical SMILES:	OC=N[C@@H](Cc1c[nH]c2c1cccc2)N=C([C@H](N=C(C(N)(C)C)O)Cc1c[nH]c2c1cccc2)O
Standard InCHI:	InChI=1S/C26H30N6O3/c1-26(2,27)25(35)31-22(11-16-13-28-20-9-5-3-7-18(16)20)24(34)32-23(30-15-33)12-17-14-29-21-10-6-4-8-19(17)21/h3-10,13-15,22-23,28-29H,11-12,27H2,1-2H3,(H,30,33)(H,31,35)(H,32,34)/t22-,23-/m1/s1
Standard InCHIKey:	UJVDJAPJQWZRFR-DHIUTWEWSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6595

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	282
0.1-0.2	1842
0.2-0.3	12113
0.3-0.4	11619
0.4-0.5	2206
0.5-0.6	1285
0.6-0.7	876
0.7-0.8	527
0.8-0.85	100
0.85-0.9	33
0.9-0.95	6
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	0.9509	NPC59269
High Similarity	0.9141	NPC63751
High Similarity	0.908	NPC474561
High Similarity	0.908	NPC49954
High Similarity	0.908	NPC160105
High Similarity	0.9012	NPC282231
High Similarity	0.9012	NPC321708
High Similarity	0.8963	NPC54988
High Similarity	0.8951	NPC279918
High Similarity	0.8947	NPC15102
High Similarity	0.8862	NPC314603
High Similarity	0.8841	NPC194640
High Similarity	0.8827	NPC469762
High Similarity	0.8773	NPC92796
High Similarity	0.8773	NPC135141
High Similarity	0.8765	NPC469785
High Similarity	0.8758	NPC469763
High Similarity	0.8758	NPC259644
High Similarity	0.8758	NPC25008
High Similarity	0.8758	NPC469765
High Similarity	0.8758	NPC73952
High Similarity	0.8758	NPC469760
High Similarity	0.8758	NPC469786
High Similarity	0.8704	NPC212376
High Similarity	0.8704	NPC75540
High Similarity	0.8704	NPC70922
High Similarity	0.8704	NPC211572
High Similarity	0.8704	NPC80597
High Similarity	0.8683	NPC201700
High Similarity	0.8663	NPC233936
High Similarity	0.8634	NPC53947
High Similarity	0.8626	NPC193761
High Similarity	0.8614	NPC311276
High Similarity	0.8613	NPC163055
High Similarity	0.8596	NPC248454
High Similarity	0.858	NPC213629
High Similarity	0.8562	NPC288838
High Similarity	0.8545	NPC230869
High Similarity	0.8503	NPC40779
High Similarity	0.85	NPC314372
Intermediate Similarity	0.8495	NPC314957
Intermediate Similarity	0.8462	NPC100321
Intermediate Similarity	0.8453	NPC227582
Intermediate Similarity	0.843	NPC267885
Intermediate Similarity	0.8424	NPC285469
Intermediate Similarity	0.8418	NPC317030
Intermediate Similarity	0.8407	NPC473640
Intermediate Similarity	0.8382	NPC151939
Intermediate Similarity	0.8375	NPC190296
Intermediate Similarity	0.8372	NPC110500
Intermediate Similarity	0.8372	NPC203468
Intermediate Similarity	0.8372	NPC149155
Intermediate Similarity	0.8362	NPC474707
Intermediate Similarity	0.8362	NPC94752
Intermediate Similarity	0.8333	NPC248041
Intermediate Similarity	0.8333	NPC126709
Intermediate Similarity	0.8324	NPC95783
Intermediate Similarity	0.8315	NPC303820
Intermediate Similarity	0.8315	NPC205254
Intermediate Similarity	0.8315	NPC204565
Intermediate Similarity	0.8315	NPC252338
Intermediate Similarity	0.8315	NPC106771
Intermediate Similarity	0.8315	NPC23420
Intermediate Similarity	0.8293	NPC105818
Intermediate Similarity	0.8293	NPC24678
Intermediate Similarity	0.8286	NPC300688
Intermediate Similarity	0.8276	NPC68354
Intermediate Similarity	0.827	NPC475506
Intermediate Similarity	0.827	NPC52909
Intermediate Similarity	0.827	NPC94211
Intermediate Similarity	0.827	NPC475935
Intermediate Similarity	0.8268	NPC173028
Intermediate Similarity	0.8268	NPC65215
Intermediate Similarity	0.8263	NPC216643
Intermediate Similarity	0.8258	NPC235684
Intermediate Similarity	0.8246	NPC78020
Intermediate Similarity	0.8245	NPC54420
Intermediate Similarity	0.8232	NPC473342
Intermediate Similarity	0.8232	NPC477167
Intermediate Similarity	0.8229	NPC213468
Intermediate Similarity	0.8229	NPC283219
Intermediate Similarity	0.8226	NPC155143
Intermediate Similarity	0.8226	NPC476874
Intermediate Similarity	0.8225	NPC16667
Intermediate Similarity	0.822	NPC75634
Intermediate Similarity	0.8212	NPC17059
Intermediate Similarity	0.8207	NPC171317
Intermediate Similarity	0.8202	NPC188387
Intermediate Similarity	0.8202	NPC163421
Intermediate Similarity	0.8176	NPC102423
Intermediate Similarity	0.8171	NPC84827
Intermediate Similarity	0.8171	NPC14113
Intermediate Similarity	0.8171	NPC145885
Intermediate Similarity	0.8166	NPC131718
Intermediate Similarity	0.8162	NPC74413
Intermediate Similarity	0.8162	NPC293917
Intermediate Similarity	0.8161	NPC37423
Intermediate Similarity	0.8161	NPC275305
Intermediate Similarity	0.816	NPC159856
Intermediate Similarity	0.8158	NPC162860
Intermediate Similarity	0.8158	NPC478158
Intermediate Similarity	0.8148	NPC323927
Intermediate Similarity	0.8146	NPC165495
Intermediate Similarity	0.8144	NPC207726
Intermediate Similarity	0.8137	NPC469767
Intermediate Similarity	0.8137	NPC469761
Intermediate Similarity	0.8137	NPC469779
Intermediate Similarity	0.8137	NPC469768
Intermediate Similarity	0.8137	NPC469780
Intermediate Similarity	0.8137	NPC469784
Intermediate Similarity	0.8137	NPC469783
Intermediate Similarity	0.8108	NPC131887
Intermediate Similarity	0.8103	NPC313791
Intermediate Similarity	0.8092	NPC194411
Intermediate Similarity	0.809	NPC48938
Intermediate Similarity	0.8087	NPC474177
Intermediate Similarity	0.8086	NPC469766
Intermediate Similarity	0.8075	NPC73767
Intermediate Similarity	0.8063	NPC84911
Intermediate Similarity	0.8061	NPC471957
Intermediate Similarity	0.8054	NPC229332
Intermediate Similarity	0.8046	NPC470498
Intermediate Similarity	0.8043	NPC133366
Intermediate Similarity	0.8042	NPC473376
Intermediate Similarity	0.8041	NPC478157
Intermediate Similarity	0.8034	NPC71037
Intermediate Similarity	0.8033	NPC99666
Intermediate Similarity	0.8032	NPC476073
Intermediate Similarity	0.8032	NPC260900
Intermediate Similarity	0.8031	NPC75726
Intermediate Similarity	0.8031	NPC31385
Intermediate Similarity	0.8031	NPC110602
Intermediate Similarity	0.8023	NPC215795
Intermediate Similarity	0.8023	NPC470508
Intermediate Similarity	0.8023	NPC176199
Intermediate Similarity	0.8	NPC96102
Intermediate Similarity	0.8	NPC67056
Intermediate Similarity	0.8	NPC29886
Intermediate Similarity	0.8	NPC261195
Intermediate Similarity	0.8	NPC472123
Intermediate Similarity	0.7989	NPC280548
Intermediate Similarity	0.7979	NPC320968
Intermediate Similarity	0.7977	NPC49217
Intermediate Similarity	0.7976	NPC325903
Intermediate Similarity	0.7969	NPC107077
Intermediate Similarity	0.7969	NPC223791
Intermediate Similarity	0.7965	NPC317105
Intermediate Similarity	0.7963	NPC110126
Intermediate Similarity	0.7955	NPC189812
Intermediate Similarity	0.7955	NPC329688
Intermediate Similarity	0.795	NPC105127
Intermediate Similarity	0.7944	NPC228835
Intermediate Similarity	0.7944	NPC472294
Intermediate Similarity	0.7941	NPC129721
Intermediate Similarity	0.7935	NPC477166
Intermediate Similarity	0.7935	NPC304187
Intermediate Similarity	0.7931	NPC317430
Intermediate Similarity	0.7929	NPC470507
Intermediate Similarity	0.7926	NPC470497
Intermediate Similarity	0.7921	NPC55772
Intermediate Similarity	0.7914	NPC470499
Intermediate Similarity	0.791	NPC280852
Intermediate Similarity	0.7904	NPC321911
Intermediate Similarity	0.7904	NPC37548
Intermediate Similarity	0.7901	NPC308931
Intermediate Similarity	0.7901	NPC280290
Intermediate Similarity	0.7901	NPC99939
Intermediate Similarity	0.7901	NPC314002
Intermediate Similarity	0.7898	NPC477611
Intermediate Similarity	0.7898	NPC34508
Intermediate Similarity	0.7892	NPC143872
Intermediate Similarity	0.7889	NPC469358
Intermediate Similarity	0.7865	NPC111275
Intermediate Similarity	0.7861	NPC77555
Intermediate Similarity	0.7857	NPC315555
Intermediate Similarity	0.7857	NPC171171
Intermediate Similarity	0.7857	NPC62749
Intermediate Similarity	0.7845	NPC204717
Intermediate Similarity	0.7844	NPC469811
Intermediate Similarity	0.7844	NPC201380
Intermediate Similarity	0.7844	NPC179787
Intermediate Similarity	0.7828	NPC477714
Intermediate Similarity	0.7821	NPC11126
Intermediate Similarity	0.7819	NPC67288
Intermediate Similarity	0.7811	NPC216713
Intermediate Similarity	0.7807	NPC11445
Intermediate Similarity	0.7806	NPC54744
Intermediate Similarity	0.7805	NPC279081
Intermediate Similarity	0.7803	NPC470203
Intermediate Similarity	0.7795	NPC82370
Intermediate Similarity	0.7791	NPC56765
Intermediate Similarity	0.7791	NPC318065
Intermediate Similarity	0.7791	NPC206819
Intermediate Similarity	0.7791	NPC41257
Intermediate Similarity	0.779	NPC19679
Intermediate Similarity	0.779	NPC220765
Intermediate Similarity	0.779	NPC472108
Intermediate Similarity	0.779	NPC139291
Intermediate Similarity	0.7784	NPC63545
Intermediate Similarity	0.7778	NPC91179

Drug Structure

NPD6595 OpenBabel08211710072D 42 45 0 0 1 0 0 0 0 0999 V2000 2.2825 6.0709 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0746 5.0928 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5921 1.8238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9187 2.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5921 0.8238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3255 1.3736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7260 2.3238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9242 2.3917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7260 0.3238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7377 0.5646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5999 3.0838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3272 2.2213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3212 1.3238 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 1.9453 0.3192 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9090 2.1328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8600 1.8238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8600 0.8238 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 4.6218 3.2918 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.3054 2.0134 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.9527 2.5486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3346 4.4507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0256 5.4018 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6947 6.1449 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.9090 0.5148 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 2.6144 1.0623 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3128 4.2428 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9745 2.7565 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2543 -0.6319 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2617 1.5976 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6655 3.7076 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6729 5.9370 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3857 7.0960 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5999 -0.4363 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 -0.9945 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2324 -0.8398 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5926 0.8544 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6874 3.9155 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 26 1 0 0 0 0 3 5 2 0 0 0 0 3 7 1 0 0 0 0 4 6 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 18 2 0 0 0 0 8 19 2 0 0 0 0 9 20 2 0 0 0 0 10 21 2 0 0 0 0 11 16 1 0 0 0 0 12 17 1 0 0 0 0 13 16 2 0 0 0 0 13 28 1 0 0 0 0 14 17 2 0 0 0 0 14 29 1 0 0 0 0 15 30 2 3 0 0 0 15 33 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 22 11 1 6 0 0 0 22 24 1 0 0 0 0 22 31 1 0 0 0 0 23 12 1 1 0 0 0 23 30 1 0 0 0 0 23 32 1 0 0 0 0 24 32 2 3 0 0 0 24 34 1 0 0 0 0 25 26 1 0 0 0 0 25 31 2 3 0 0 0 25 35 1 0 0 0 0 26 27 1 0 0 0 0 27 36 1 0 0 0 0 27 37 1 0 0 0 0 28 38 1 0 0 0 0 29 39 1 0 0 0 0 33 40 1 0 0 0 0 34 41 1 0 0 0 0 35 42 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013193
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	474.24
ALogP	-1.5352
MLogP	3.33
XLogP	3.373
HDA	9
HBD	6
Rotatable Bonds	15
TPSA	155.37
RO5 Violation	1